[ CAS No. 176707-77-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

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Quality Control of [ 176707-77-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 176707-77-0 ]

SDS Specification

Alternatived Products of [ 176707-77-0 ]

Product Details of [ 176707-77-0 ]

CAS No. :	176707-77-0	MDL No. :	MFCD00671637
Formula :	C₈H₁₀BrN	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	LIBZHYLTOAGURM-ZCFIWIBFSA-N
M.W :	200.08	Pubchem ID :	22831503
Synonyms :

Calculated chemistry of [ 176707-77-0 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.25
Num. rotatable bonds :	1
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	46.62
TPSA :	26.02 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.89 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.11
Log Po/w (XLOGP3) :	2.3
Log Po/w (WLOGP) :	2.14
Log Po/w (MLOGP) :	2.61
Log Po/w (SILICOS-IT) :	2.27
Consensus Log Po/w :	2.29

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.91
Solubility :	0.248 mg/ml ; 0.00124 mol/l
Class :	Soluble
Log S (Ali) :	-2.48
Solubility :	0.656 mg/ml ; 0.00328 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.33
Solubility :	0.0934 mg/ml ; 0.000467 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.74

Safety of [ 176707-77-0 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P273-P280-P305+P351+P338-P310	UN#:	2735
Hazard Statements:	H302-H314-H317-H411	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 176707-77-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 176707-77-0 ]
Downstream synthetic route of [ 176707-77-0 ]

[ 176707-77-0 ] Synthesis Path-Upstream 1~18

1
[ 2142-63-4 ]
[ 74877-08-0 ]
[ 176707-77-0 ]

Reference： [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 45, p. 8960 - 8962,3
[2] Organic and Biomolecular Chemistry, 2012, vol. 10, # 45, p. 8960 - 8962
[3] Patent: WO2015/178846, 2015, A1, . Location in patent: Page/Page column 5; 6; 7

2
[ 24280-05-5 ]
[ 74877-08-0 ]
[ 176707-77-0 ]

Reference： [1] Patent: WO2015/178847, 2015, A1, . Location in patent: Page/Page column 5-7
[2] Patent: WO2015/178847, 2015, A1, . Location in patent: Page/Page column 5; 6
[3] Patent: WO2015/178847, 2015, A1, . Location in patent: Page/Page column 7-8

3
[ 24280-05-5 ]
[ 176707-77-0 ]

Yield	Reaction Conditions	Operation in experiment
95 % ee	With hydrogenchloride; hydrogen; C₅₈H₅₃Cl₂P₂Ru In methanol at 90℃; for 24 h; Autoclave	1 equivalent of N-[l-(3-bromophenyl)ethylidene]hydroxylamine, 5molpercent RuCI(Cymene)(S-tol- Binap)CI, 5 equivalents additive and 70 volumes of methanol (relative to the amount of oxime) were added in glass vials which were inserted into a parallel autoclave. The autoclave was pressurized to 30 bar with hydrogen and heated to 90°C for 24 hours and then cooled to 20°C. The reaction mixtures were diluted with iso-propanol and analyzed by chiral HPLC.

Reference： [1] Patent: WO2015/178847, 2015, A1, . Location in patent: Page/Page column 7-8

4
[ 1434603-05-0 ]
[ 176707-77-0 ]

Reference： [1] Journal of Organic Chemistry, 2013, vol. 78, # 11, p. 5314 - 5327

5
[ 2142-63-4 ]
[ 176707-77-0 ]

Reference： [1] Journal of Organic Chemistry, 2013, vol. 78, # 11, p. 5314 - 5327
[2] Organic Process Research and Development, 2014, vol. 18, # 6, p. 788 - 792
[3] Green Chemistry, 2017, vol. 19, # 2, p. 474 - 480

6
[ 74877-08-0 ]
[ 176707-77-0 ]

Reference： [1] Chemical Communications, 1996, # 21, p. 2415 - 2416
[2] ChemCatChem, 2014, vol. 6, # 4, p. 992 - 995

7
[ 185527-07-5 ]
[ 176707-77-0 ]

Reference： [1] Chemical Communications, 1996, # 21, p. 2415 - 2416

8
[ 74877-08-0 ]
[ 2142-63-4 ]
[ 176707-77-0 ]

Reference： [1] ChemCatChem, 2014, vol. 6, # 4, p. 992 - 995

9
[ 87227-77-8 ]
[ 2142-63-4 ]
[ 109-97-7 ]
[ 176707-77-0 ]

Reference： [1] Advanced Synthesis and Catalysis, 2016, vol. 358, # 10, p. 1618 - 1624

10
[ 623-50-7 ]
[ 74877-08-0 ]
[ 74877-08-0 ]
[ 176707-77-0 ]

Reference： [1] Tetrahedron Asymmetry, 2007, vol. 18, # 11, p. 1330 - 1337

11
[ 74877-08-0 ]
[ 95-92-1 ]
[ 74877-08-0 ]
[ 176707-77-0 ]

Reference： [1] Tetrahedron Asymmetry, 2007, vol. 18, # 11, p. 1330 - 1337

12
[ 74877-08-0 ]
[ 539-88-8 ]
[ 74877-08-0 ]
[ 176707-77-0 ]

Reference： [1] Tetrahedron Asymmetry, 2007, vol. 18, # 11, p. 1330 - 1337

13
[ 2142-63-4 ]
[ 110-60-1 ]
[ 5724-81-2 ]
[ 74877-08-0 ]
[ 176707-77-0 ]

Reference： [1] Green Chemistry, 2017, vol. 19, # 2, p. 361 - 366

14
[ 687-47-8 ]
[ 74877-08-0 ]
[ 74877-08-0 ]
[ 176707-77-0 ]

Reference： [1] Tetrahedron Asymmetry, 2007, vol. 18, # 11, p. 1330 - 1337

15
[ 18523-22-3 ]
[ 176707-77-0 ]

Reference： [1] Journal of Organic Chemistry, 2013, vol. 78, # 11, p. 5314 - 5327

16
[ 1434602-84-2 ]
[ 176707-77-0 ]

Reference： [1] Journal of Organic Chemistry, 2013, vol. 78, # 11, p. 5314 - 5327

17
[ 52780-14-0 ]
[ 176707-77-0 ]

Reference： [1] Green Chemistry, 2017, vol. 19, # 2, p. 474 - 480

18
[ 108-22-5 ]
[ 74877-08-0 ]
[ 74877-08-0 ]
[ 176707-77-0 ]
[ 177750-52-6 ]

Reference： [1] Tetrahedron Asymmetry, 2007, vol. 18, # 11, p. 1330 - 1337

[ 176707-77-0 ] Synthesis Path-Downstream 1~1

1
[ 24424-99-5 ]
[ 176707-77-0 ]
[ 1187932-25-7 ]

Yield	Reaction Conditions	Operation in experiment
100%	With triethylamine; In dichloromethane; at 20℃;	Example 16, Compound 16; (E)-(2R,5S,11 S,14S,17R,18R)-11 -(3-Hydroxy-benzyl)-14-isopropyl-18-methoxy- 2,17-dimethyl-3,9,12,15,28-pentaaza-tricyclo[21.3.1.1 5,9]octacosa- 1 (27),21 ,23,25-tetraene-4,10,13,16-tetraone.; Com ound 16a: [(R)-1 -(3-Bromo-phenyl)-ethyl]-carbamic acid iert-butyl esterA solution of (R)-bromo-a-methylbenzylamine (1 .023 g, 5.1 12 mmol) indichloromethane (20 mL) was subsequently treated with triethylamine (720 muIota_, 5.1 12 mmol) and di-te/t-butyl dicarbonate (1 .784 g, 8.179 mmol). After overnight stirring at room temperature, the volatiles were removed in vacuo and the residue was purified by silica gel chromatography using a 50 g Isolute cartridge eluted with a continuous gradient of /so-hexanes/Et20 1 :0 to 4:1 to afford the title compound (1 .552 g, 100%) as a white solid. H NMR (300 MHz, CDCI3) 1 .43 (br s, 12H), 4.77 (br s, 2H), 7.16-7.26 (m, 2H), 7.39 (dt, J = 2.0, 7.1 Hz, 1 H), 7.46 (s, 1 H).
100%	With triethylamine; In tetrahydrofuran; at 20℃; for 3h;	00198] To a solution of (R)-l-(3-bromophenyl)ethanamine (100 mg, 0.500 mmol) in tetrahydrofuran (4 mL) was added Et3N (0.104 mL, 0.750 mmol), followed by di- tert-butyl dicarbonate (131 mg, 0.600 mmol). The reaction mixture was stirred at rt for 3 h. The solvent was removed under reduced pressure. The crude residue was diluted with Et20 and washed with IN HC1, H20 then dried over Na2S04. The Et20 layer was concentrated in vacuum to give the crude Intermediate 33A (150 mg, 0.500 mmol, 100 % yield). LC-MS (ESI) m/z 245.9 (M-Boc+H), RT = 2.13 min (Method
100%	With triethylamine; In tetrahydrofuran; at 20℃; for 3h;	To a solution of (R)-l-(3-bromophenyl)ethanamine (0.10 g, 0.50 mmol) in tetrahydrofuran (4 mL) was added Et3 (0.10 mL, 0.75 mmol), followed by di-tert-butyl dicarbonate (0.13 g, 0.60 mmol). The reaction mixture was stirred at rt for 3 h. The solvent was removed under reduced pressure. The crude residue was diluted with Et20 and washed with 1 N HC1, H20 then dried over a2S04. The Et20 layer was concentrated in vacuum to give the crude Intermediate 10A (150 mg, 0.500 mmol, 100% yield). LC-MS (ESI) m/z 245.9 (M-Boc+H), RT = 2.13 min (Method B).

100%	With triethylamine; In dichloromethane; at 20℃;	Compound 1 h Synthesis of Compound 1h: A solution of (R)-bromo-a-methylbenzylamine (1.023 g, 5.1 12 mmol) in dichloromethane (20 ml.) was subsequently treated with triethylamine (720 muIota_, 5.1 12 mmol) and di-ferf-butyl dicarbonate (1 .784 g, 8.179 mmol). After overnight stirring at room temperature, the volatiles were removed in vacuo and the residue was purified by silica gel chromatography using a 50 g Isolute cartridge eluted with a continuous gradient of iso- hexane/diethyl ether 1 :0 to 4:1 to afford the title compound (1 .552 g, 100%) as a white solid
100%	With triethylamine; In dichloromethane; at 20℃;	A solution of (R)-bromo-a-methylbenzylamine (1 .023 g, 5.1 12 mmol) in dichloromethane (20 mL) was subsequently treated with triethylamine (720 mu, 5.1 12 mmol) and di-ferf-butyl dicarbonate (1.784 g, 8.179 mmol). After overnight stirring at RT, the volatiles were removed in vacuo and the residue was purified by silica gel chromatography using a 50 g Isolute cartridge eluted with a continuous gradient of /'so-hexanes/diethyl ether 1 :0 to 4:1 to afford the title compound (1 .552 g, 100%) as a white solid
100%	With triethylamine; In dichloromethane; at 20℃;	A solution of (R)-bromo-alpha-methylbenzylamine (1.023 g, 5.112 mmol) in dichloromethane (20 mL) was subsequently treated with triethylamine (720 muL, 5.112 mmol) and di-tert-butyl dicarbonate (1.784 g, 8.179 mmol). After overnight stirring at RT, the volatiles were removed in vacuo and the residue was purified by silica gel chromatography using a 50 g Isolute cartridge eluted with a continuous gradient of iso-hexanes/ diethyl ether 1:0 to 4:1 to afford the title compound (1.552 g, 100%) as a white solid.
84%	In dichloromethane; at 20℃; for 1h;	Compound 6a Synthesis of Compound 6a: A solution of (R)-bromo-a-methylbenzylamine (2.0 g, 10 mmol) in dichloromethane (20 mL) was treated with a solution of di-ferf-butyl dicarbonate (2.4 g, 1 1 mmol) in dichloromethane (20 mL) and the reaction mixture was stirred at room temperature for 1 h. The solution was washed with 2 M hydrochloric acid, water and brine, dried over sodium sulfate, filtered and evaporated. The residue was purified by silica gel chromatography using a gradient of /'so-hexane/ethyl acetate 20:1 to 6:1 to afford the title compound (2.51 g, 84%) as a white solid.
	With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃;Inert atmosphere;	Boc-anhydride (3.71 ml, 16.0 mmol) was added to a solution of (R)-1-(3- bromophenyl)ethanamine (CAS 176707-77-0) (2.0 g, 10.0 mmol) and DIEA (1.83 ml, 10.5 mmol) in DCM (40.0 ml) at room temperature. After stirring overnight the reaction was purified directly by flash chromatography (100% DCM) to provide the title compound. 1H NMR (400 MHz, DMSO-c/6) delta ppm 7.49 (s, 1 H) 7.35 - 7.46 (m, 2 H) 7.20 - 7.35 (m, 2 H) 4.49 - 4.68 (m, 1 H) 1.18 - 1.49 (m, 12 H).

Reference： [1]Patent: WO2012/78915,2012,A1 .Location in patent: Page/Page column 90
[2]Patent: WO2013/48942,2013,A1 .Location in patent: Paragraph 00198
[3]Patent: WO2013/151923,2013,A1 .Location in patent: Paragraph 00186
[4]Patent: WO2013/185093,2013,A1 .Location in patent: Page/Page column 61; 62
[5]Patent: WO2013/185103,2013,A1 .Location in patent: Page/Page column 63
[6]Patent: US2017/190737,2017,A1 .Location in patent: Paragraph 0206
[7]Patent: WO2013/185093,2013,A1 .Location in patent: Page/Page column 76; 77
[8]Patent: WO2015/9977,2015,A1 .Location in patent: Page/Page column 115

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chan-Lam Coupling Reaction ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Leuckart-Wallach Reaction ? Mannich Reaction ? Petasis Reaction ? Preparation of Alkylbenzene ? Preparation of Amines ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Specialized Acylation Reagents-Vilsmeier Reagent ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Ugi Reaction ? Vilsmeier-Haack Reaction

Historical Records

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[ 176707-77-0 ]

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Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 176707-77-0 ] {[proInfo.proName]}

Quality Control of [ 176707-77-0 ]

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[ 176707-77-0 ] Synthesis Path-Upstream 1~18

[ 176707-77-0 ] Synthesis Path-Downstream 1~1

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Aryls

Bromides

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[ 176707-77-0 ]