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[ CAS No. 153645-26-2 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 153645-26-2
Chemical Structure| 153645-26-2
Structure of 153645-26-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 153645-26-2 ]

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Product Details of [ 153645-26-2 ]

CAS No. :153645-26-2 MDL No. :MFCD01861301
Formula : C11H23NO3 Boiling Point : No data available
Linear Structure Formula :C5H9O2NHCH(CH2OH)C4H9 InChI Key :AZHJHZWFJVBGIL-MRVPVSSYSA-N
M.W : 217.31 Pubchem ID :10376058
Synonyms :

Calculated chemistry of [ 153645-26-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.91
Num. rotatable bonds : 6
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 60.41
TPSA : 58.56 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.18 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.82
Log Po/w (XLOGP3) : 2.04
Log Po/w (WLOGP) : 1.92
Log Po/w (MLOGP) : 1.55
Log Po/w (SILICOS-IT) : 1.14
Consensus Log Po/w : 1.89

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.08
Solubility : 1.82 mg/ml ; 0.00839 mol/l
Class : Soluble
Log S (Ali) : -2.9
Solubility : 0.275 mg/ml ; 0.00127 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.93
Solubility : 2.57 mg/ml ; 0.0118 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.84

Safety of [ 153645-26-2 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P270-P301+P312-P330 UN#:
Hazard Statements:H302 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 153645-26-2 ]

* 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.

  • Downstream synthetic route of [ 153645-26-2 ]

[ 153645-26-2 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 20859-02-3 ]
  • [ 24424-99-5 ]
  • [ 153645-26-2 ]
  • 2
  • [ 1826-67-1 ]
  • [ 153645-26-2 ]
  • [ 170240-97-8 ]
  • 3
  • [ 124-63-0 ]
  • [ 153645-26-2 ]
  • [ 862120-57-8 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at 0℃; for 3h;Inert atmosphere; General procedure: Mesylchloride (180 mul, 2.32 mmol) was added dropwise to a solution of tert-butyl [(1S)-1-cyclohexyl-2-hydroxyethyl]carbamate (17a) (4.0 g, 16.46 mmol) and TEA (6.8 mL, 49.38 mmol) in DCM (30 mL) at -0 C. The solution was stirred at 0 C under an atmosphere of argon for 3 h. The reaction mixture was poured into ice/water and the separated aqueous layer was re-extracted with DCM (5 mL). The combined organic layers were washed with 0.5 N HCl, water, saturated aqueous NaHCO3 sol and brine, dried (MgSO4) and the solvent was removed in vacuo to afford (2S)-2-[(tert-butoxycarbonyl)amino]-2-cyclohexylethyl methanesulfonate (18) as an orange oil (4.35 g) that was used in the next step without purification.
  • 4
  • [ 176504-88-4 ]
  • [ 153645-26-2 ]
  • 6
  • [ 136918-14-4 ]
  • [ 153645-26-2 ]
  • [ 290815-00-8 ]
YieldReaction ConditionsOperation in experiment
With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20℃; for 2.5h; To a solution of phthalimide (1.01 g) in 50 mL of dry THF was added triphenylphosphine (3 eq) and alcohol 3b (1 eq). The mixture was cooled in an ice-water bath and diisopropyl azodicarboxylate (2.5 eq) was added dropwise. The resulting mixture was stirred at 0 C. for 10 min and warmed to room temp and stirred for approximately 2.5 h until no more starting material was detected by TLC (ethyl acetate/hexanes; 3:7). The mixture was concentrated under reduced pressure. The residue was resuspended in 80 mL of dichloromethane. The solids were filtered off. The filtrate was concentrated to half its volume and hexanes (30 mL) were added. The solids were filtered off. The filtrate was concentrated under reduced pressure and the residue was chromatographed on silica gel (gradient: ethyl acetate/hexanes; 1:9 to 4:6) to give the product 3c.
  • 8
  • [ 335628-21-2 ]
  • [ 153645-26-2 ]
  • 9
  • [ 153645-26-2 ]
  • [ 335627-99-1 ]
YieldReaction ConditionsOperation in experiment
10 g With Dess-Martin periodane; In N,N-dimethyl-formamide; at 0 - 20℃; for 2h; To a solution of <strong>[153645-26-2](S)-tert-butyl (1-hydroxy-3,3-dimethylbutan-2-yl)carbamate</strong> (10 g, 46.0 mmol) in DCM (50 mL) was added Dess-Martin periodinane (39.0 g, 92 mmol) portion wise at 0 C. and the reaction mixture was stirred at rt for 2 h. The reaction mixture was quenched with 10% NaHCO3, diluted with DCM. The organic layer was separated and washed with 10% NaHCO3. Then the organic layer was filtered through diatomaceous earth (Celite), washed with DCM. The combined filtrate was dried over Na2SO4and concentrated. The crude was dissolved in diethyl ether and again filtered through diatomaceous earth (Celite), washed with diethyl ether. The combined filtrate was concentrated and dried to obtain aldehyde B-1f (10 g) as a white solid.1H NMR (CDCl3, delta=7.26 ppm, 400 MHz): delta 9.82 (s, 1H), 5.13 (br s, 1H), 4.17 (d, J=8.4, 1H), 1.44 (s, 9H), 1.04 (s, 9H).
10 g With Dess-Martin periodane; In dichloromethane; at 0 - 20℃; for 2h; To a solution of (S)-tert-butyl (l-hydroxy-3,3-dimethylbutan-2-yl)carbamate (10 g, 46.0 mmol) in DCM (50 mL) was added Dess-Martin periodinane (39.0 g, 92 mmol) portion wise at 0 C and the reaction mixture was stirred at rt for 2 h. The reaction mixture was quenched with 10% aHC03, diluted with DCM. The organic layer was separated and washed with 10% NaHC03. Then the organic layer was filtered through diatomaceous earth (Celite ), washed with DCM. The combined filtrate was dried over a2S04and concentrated. The crude was dissolved in diethyl ether and again filtered through diatomaceous earth (Celite ), washed with diethyl ether. The combined filtrate was concentrated and dried to obtain aldehyde B-lf (10 g) as a white solid.XH NMR (CDC13, delta = 7.26 ppm, 400 MHz): delta 9.82 (s, 1 H), 5.13 (br s, 1 H), 4.17 (d, J = 8.4, 1 H), 1.44 (s, 9 H), 1.04 (s, 9 H).
  • 10
  • C15H27NO6 [ No CAS ]
  • [ 153645-26-2 ]
  • 11
  • [ 81-08-3 ]
  • [ 153645-26-2 ]
  • (S)-2-amino-3,3-dimethylbutyl 2-sulfobenzoate [ No CAS ]
  • 12
  • [ 153645-26-2 ]
  • [ 13504-77-3 ]
  • methyl (4R,2E)-2-bromo-4-[N-(tert-butoxycarbonyl)amino]-5,5-dimethylhex-2-enoate [ No CAS ]
  • [ 253675-94-4 ]
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