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[ CAS No. 2418-95-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 2418-95-3
Chemical Structure| 2418-95-3
Structure of 2418-95-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 2418-95-3 ]

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Product Details of [ 2418-95-3 ]

CAS No. :2418-95-3 MDL No. :MFCD00037221
Formula : C11H22N2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 246.30 Pubchem ID :-
Synonyms :
(S)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid

Calculated chemistry of [ 2418-95-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.82
Num. rotatable bonds : 9
Num. H-bond acceptors : 5.0
Num. H-bond donors : 3.0
Molar Refractivity : 63.98
TPSA : 101.65 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -8.42 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.96
Log Po/w (XLOGP3) : -0.87
Log Po/w (WLOGP) : 1.09
Log Po/w (MLOGP) : -1.61
Log Po/w (SILICOS-IT) : 0.29
Consensus Log Po/w : 0.17

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.22
Solubility : 147.0 mg/ml ; 0.596 mol/l
Class : Very soluble
Log S (Ali) : -0.78
Solubility : 40.6 mg/ml ; 0.165 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.52
Solubility : 7.44 mg/ml ; 0.0302 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.71

Safety of [ 2418-95-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2418-95-3 ]

* 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 [ 2418-95-3 ]

[ 2418-95-3 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 72-18-4 ]
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 4727-00-8 ]
  • Ala-Ala-Cys-Phe-Trp-resin [ No CAS ]
  • 2-[10-(4-amino-butyl)-19-[2-(2-amino-propionylamino)-propionylamino]-16-benzyl-7-(4-hydroxy-benzyl)-13-(1<i>H</i>-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaaza-cycloeicosane-4-carbonyl]-amino}-3-methyl-butyric acid [ No CAS ]
  • 2
  • [ 72-18-4 ]
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 4727-00-8 ]
  • Ala-Asp-Cys-Ala-Trp-resin [ No CAS ]
  • 2-[10-(4-amino-butyl)-19-[2-(2-amino-propionylamino)-3-carboxy-propionylamino]-7-(4-hydroxy-benzyl)-13-(1<i>H</i>-indol-3-ylmethyl)-16-methyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaaza-cycloeicosane-4-carbonyl]-amino}-3-methyl-butyric acid [ No CAS ]
  • 3
  • [ 72-18-4 ]
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 4727-00-8 ]
  • Ala-Asp-Cys-Phe-Ala-resin [ No CAS ]
  • 2-[10-(4-amino-butyl)-19-[2-(2-amino-propionylamino)-3-carboxy-propionylamino]-16-benzyl-7-(4-hydroxy-benzyl)-13-methyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaaza-cycloeicosane-4-carbonyl]-amino}-3-methyl-butyric acid [ No CAS ]
  • 5
  • t-butyl alcohol hydrochloride [ No CAS ]
  • [ 35661-60-0 ]
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 4727-00-8 ]
  • [ 108-24-7 ]
  • [ 1221251-50-8 ]
  • 6
  • [ 35661-60-0 ]
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 4727-00-8 ]
  • [ 101752-05-0 ]
  • [ 108-24-7 ]
  • [ 1221251-53-1 ]
  • [ 1221251-47-3 ]
  • 7
  • [ 35661-60-0 ]
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 4727-00-8 ]
  • [ 108-24-7 ]
  • [ 1221251-53-1 ]
  • [ 1221251-42-8 ]
  • 8
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 81-30-1 ]
  • [ 1283599-83-6 ]
  • 9
  • L-Lys(Dde)-OH [ No CAS ]
  • [ 133-32-4 ]
  • Fmoc-Cys(Trt)(Wang Resin LL)-resin [ No CAS ]
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 1173-43-9 ]
  • [ 3057-74-7 ]
  • [ 56-40-6 ]
  • amino-PEG(2u)-acid [ No CAS ]
  • [ 147-85-3 ]
  • (S)-2-amino-5-(3-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-ylsulfonyl)guanidino)pentanoic acid [ No CAS ]
  • C94H129N21O28S3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% The IBA-iRGD molecule was synthesized using standard solid phase synthesis protocols on a Fmoc-Cys(Trt)Wang Resin and Fmoc chemistry as described above. The following residues were coupled in order: Asp(OtBu), Pro, Gly, Lys(Boc), Asp(OtBu), Gly, Arg(Pbf), Cys(Trt), N-amido-dPEG2-acid, Lys(ivDde), N-amido-dPEG2-acid, Lys(Boc), mBA. The ivDde protecting group was removed by 2percent hydrazine in DMF. FITC was allowed to react for 3 h in DMF. The molecule was then cleaved from the resin in 92.5percent TFA, 2.5percent TIS, 2.5percent EDT and 2.5percent DI. water, purified via RP-HPLC on a Zorbax C18 column, and characterized using MALDI-TOF MS (FIG. 13). The peptide was cyclized overnight in DMF with DIEA and cyclization was verified via MALDI-TOF MS. The yield was 40percent, and product purity was confirmed using RP-HPLC on an analytical Zorbax C18 colunm to be >95percent.
  • 10
  • [ 2418-95-3 ]
  • [ 2799-07-7 ]
  • [ 35661-60-0 ]
  • [ 143824-78-6 ]
  • H2N-L-Cys(Trt)-D-Leu-L-Trp(Boc)-D-Leu-L-Lys(Boc)-D-Leu-L-Trp(Boc)-D-Leu-COOH [ No CAS ]
YieldReaction ConditionsOperation in experiment
H2N-L-Cys(Trt)-D-Leu-L-Trp(Boc)-D-Leu-L-Lys(Boc)-D-Leu-L-Trp(Boc)-D-Leu-COOH. Fully protected linear octapeptide was prepared via solid phase peptide synthesis (SPPS) on a Prelude Automated Peptide SynthesizerTM (Protein Technologies Inc.) using 2-ch lorotrityl chloride resin as the solid support. The first Fmoc protected amino acid was coupled to the resin using DIPEA (4 eq.) in DCM, followed by capping of unreacted resin sites using a solution of MeOH : DIPEA: DCM (7: 1 :2, v/v/v). Deprotection of the Fmoc group of the amino acids was done using 20percent piperidine in DMF. Subsequent amino acids were coupled using Fmoc-amino acids (5 eq.), HCTU (5 eq.) and NMM (10 eq.) in DMF. In the last step, the linear octapeptide was cleaved from the resin (while keeping protecting groups on) by a solution of 20 vol percent l, l,l,3,3,3-hexafluoro-2-propanol (HFIP) in DCM. MS (ESI-ToF) (m/z) : [M + H]+ 1616.9 (calculated : 1616.9).
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