(2S)-2-(2'-Cyano-4-biphenylylmethylamino)-3-methylbutyric acid benzyl ester

Base Information

• Chemical Name: (2S)-2-(2'-Cyano-4-biphenylylmethylamino)-3-methylbutyric acid benzyl ester
• CAS No.: 137864-23-4
• Molecular Formula: C26H26N2O2
• Molecular Weight: 398.505
• European Community (EC) Number: 604-051-5
• DSSTox Substance ID: DTXSID201159385
• Nikkaji Number: J1.644.752H
• Mol file: 137864-23-4.mol

Synonyms:137864-23-4;(2S)-2-(2'-Cyano-4-biphenylylmethylamino)-3-methylbutyric acid benzyl ester;benzyl (2S)-2-[[4-(2-cyanophenyl)phenyl]methylamino]-3-methylbutanoate;N-[(2'-Cyano[1,1'-biphenyl]-4-yl)methyl]-L-valine phenylmethyl ester;SCHEMBL2317;DTXSID201159385;AKOS015899786;N-[(2'-cyanobiphenyl-4-yl)methyl]-(L)-valine benzyl ester;(S)-N-[(2'-cyano biphenyl-4-yl)methyl]-(L)-valine benzyl ester;(S)-N-[(2'-cyanobiphenyl-4-yl)methyl]-(L)-valine benzyl ester

Chemical Property of (2S)-2-(2'-Cyano-4-biphenylylmethylamino)-3-methylbutyric acid benzyl ester

Chemical Property:

• Boiling Point: 565.792oC at 760 mmHg
• Flash Point: 295.981oC
• PSA: 62.12000
• Density: 1.157g/cm3
• LogP: 5.47378
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 398.199428076
• Heavy Atom Count: 30
• Complexity: 567

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OCC1=CC=CC=C1)NCC2=CC=C(C=C2)C3=CC=CC=C3C#N
• Isomeric SMILES: CC(C)[C@@H](C(=O)OCC1=CC=CC=C1)NCC2=CC=C(C=C2)C3=CC=CC=C3C#N

Technology Process of (2S)-2-(2'-Cyano-4-biphenylylmethylamino)-3-methylbutyric acid benzyl ester

There total 4 articles about (2S)-2-(2'-Cyano-4-biphenylylmethylamino)-3-methylbutyric acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

L-valine benzyl ester (21760-98-5) + 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2) → (S)-N-[(2'-Cyano-biphenyl-4-yl)methyl]valine benzyl ester (137864-23-4)

Guidance literature:

With sodium carbonate; In acetone; at 58 ℃; for 4h;

Reference yield:

(L)-ValOBz tosylate + 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2) → (S)-N-[(2'-Cyano-biphenyl-4-yl)methyl]valine benzyl ester (137864-23-4)

Guidance literature:

In ice-water; N,N-dimethyl-formamide;

Reference yield:

(S)-2-[(2'-cyanobiphenyl-4-ylmethyl)amino]-3-methylbutyric acid benzyl ester hydrochloride (137864-24-5) → (S)-N-[(2'-Cyano-biphenyl-4-yl)methyl]valine benzyl ester (137864-23-4)

Guidance literature:

With sodium hydrogencarbonate; In water; toluene; at 25 ℃; for 1h; Product distribution / selectivity;

upstream raw materials:

4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile

(S)-2-[(2'-cyanobiphenyl-4-ylmethyl)amino]-3-methylbutyric acid benzyl ester hydrochloride

L-valine benzyl ester

Downstream raw materials:

(S)-N-(4-Oxo-valeryl)-N-[(2'-cyano-biphenyl-4-yl)methyl]valine benzyl ester

(S)-N-(4-Oxo-valeryl)-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]valine

4-Hydroxyvalsartan

(S)-N-(4-Oxo-valeryl)-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]valine benzyl ester