(S)-Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)-3-methylbutanoate hydrochloride

Base Information

• Chemical Name: (S)-Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)-3-methylbutanoate hydrochloride
• CAS No.: 482577-59-3
• Molecular Formula: C20H22N2O2.ClH
• Molecular Weight: 358.868
• UNII: TM6Z9X8JN4
• DSSTox Substance ID: DTXSID90587774
• Mol file: 482577-59-3.mol

Synonyms:482577-59-3;(S)-Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)-3-methylbutanoate hydrochloride;N-[(2'-Cyano[1,1'-biphenyl]-4-yl)methyl]-L-valine methyl ester hydrochloride;N-(2'-Cyanobiphenyl-4-ylmethyl)-L-valine Methyl Ester Hydrochloride;(S)-Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)-3-methylbutanoate HCl;L-VALINE, N-[(2'-CYANO[1,1'-BIPHENYL]-4-YL)METHYL]-, METHYL ESTER, MONOHYDROCHLORIDE;methyl ((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-L-valinate hydrochloride;methyl (2S)-2-[[4-(2-cyanophenyl)phenyl]methylamino]-3-methylbutanoate;hydrochloride;AZQXUWUZQLZNIM-FYZYNONXSA-N;(S)-METHYL 2-(((2'-CYANO-(1,1'-BIPHENYL)-4-YL)METHYL)AMINO)-3-METHYLBUTANOATE HYDROCHLORIDE;L-VALINE, N-((2'-CYANO(1,1'-BIPHENYL)-4-YL)METHYL)-, METHYL ESTER, MONOHYDROCHLORIDE;L-Valine, N-[(2'-cyano[1,1'-biphenyl]-4-yl)methyl]-, methyl ester, hydrochloride (1:1);: L-Valine, N-[(2'-cyano[1,1'-biphenyl]-4-yl)methyl]-, methyl ester, monohydrochloride (9CI);N-[(2'-Cyano[1,1'-biphenyl]-4-yl)methyl]-L-valine methyl ester hydrochloride (1:1);TM6Z9X8JN4;SCHEMBL3526296;DTXSID90587774;BCP12021;MFCD08460094;AKOS015896156;CS-W014480;HY-W013764;(S)-Methyl 2-(((2`-cyano-[1,1`-biphenyl]-4-yl)methyl)amino)-3-methylbutanoate hydrochloride;AS-74409;C2475;F11554;N-(2'-Cyanobiphenyl-4-ylMethyl)-L-valine Methyl Ester HCl;N-[(2'-cyanobiphenyl-4-yl) methyl]-(L)-valine methyl ester hydrochloride;N-[(2'-cyanobiphenyl-4-yl)methyl]-(L)-valine methyl ester hydrochloride;L-Valine,N-[(2'-cyano[1,1'-biphenyl]-4-yl)methyl]-,methyl ester,hydrochloride(1:1);METHYL N-((2'-CYANO(1,1'-BIPHENYL)-4-YL)METHYL)-L-VALINATE HYDROCHLORIDE;Methyl N-[(2'-cyano[1,1'-biphenyl]-4-yl)methyl]-L-valinate--hydrogen chloride (1/1);(S)-Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)-methyl)amino)-3-methylbutanoate hydrochloride;L-VALINE, N-((2'-CYANO(1,1'-BIPHENYL)-4-YL)METHYL)-, METHYL ESTER, HYDROCHLORIDE (1:1);METHYL (2S)-2-[({2'-CYANO-[1,1'-BIPHENYL]-4-YL}METHYL)AMINO]-3-METHYLBUTANOATE HYDROCHLORIDE;N-((2'-CYANO(1,1'-BIPHENYL)-4-YL)METHYL)-L-VALINE METHYL ESTER HYDROCHLORIDE (1:1)

Chemical Property of (S)-Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)-3-methylbutanoate hydrochloride

Chemical Property:

• Melting Point: 186 °C
• PSA: 62.12000
• LogP: 4.70538
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 358.1448057
• Heavy Atom Count: 25
• Complexity: 446

Purity/Quality:

99% ^*data from raw suppliers

N-[(2''-Cyano[1,1''-biphenyl]-4-yl)methyl]-L-valineMethylEsterHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC)NCC1=CC=C(C=C1)C2=CC=CC=C2C#N.Cl
• Isomeric SMILES: CC(C)[C@@H](C(=O)OC)NCC1=CC=C(C=C1)C2=CC=CC=C2C#N.Cl
• Uses: Hydrochloride Salt of N-[(2''-Cyano[1,1''-biphenyl]-4-yl)methyl]-L-valine Methyl Ester is an intermediate in the preparation of angiotensin II type 1 receptor antagonists.

Technology Process of (S)-Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)-3-methylbutanoate hydrochloride

There total 1 articles about (S)-Methyl 2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)-3-methylbutanoate hydrochloride 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: 83.46%

L-valine methylester hydrochloride (6306-52-1) + 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2) → N-((2'-cyano[1,1'-biphenyl]-4-yl)methyl)-L-valine methyl ester hydrochloride (482577-59-3)

Guidance literature:

L-valine methylester hydrochloride; 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile; With potassium carbonate; In N,N-dimethyl-formamide; at 25 - 30 ℃; for 12h;

With hydrogenchloride; In water; toluene; at 20 - 30 ℃; for 2h;

Reference yield: 99.2%

N-((2'-cyano[1,1'-biphenyl]-4-yl)methyl)-L-valine methyl ester hydrochloride (482577-59-3) + n-valeryl chloride (638-29-9) → methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate (137863-90-2)

Guidance literature:

With potassium carbonate; sodium chloride; In 5,5-dimethyl-1,3-cyclohexadiene; water; at 20 - 28 ℃; Solvent; Reagent/catalyst;

Reference yield:

N-((2'-cyano[1,1'-biphenyl]-4-yl)methyl)-L-valine methyl ester hydrochloride (482577-59-3) → N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine (137862-53-4,137862-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / dichloromethane; water

1.2: 1 h / 0 - 5 °C

2.1: sodium azide; tributyltin chloride / o-xylene / 24 h / 135 - 138 °C

3.1: sodium hydroxide; water / o-xylene / 10 - 60 °C

3.2: 15 - 20 °C / pH 2.5 - 3

With sodium azide; tributyltin chloride; water; sodium hydrogencarbonate; sodium hydroxide; In dichloromethane; o-xylene; water;

upstream raw materials:

L-valine methylester hydrochloride

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

Downstream raw materials:

N-[(2'-cyanobiphenyl-4-yl)-methyl]-(L)-valine methyl ester

methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate

methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate

N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine

Refernces

• 1、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF N-PENTANOYL-N-[[2'-(1H-TETRAZOL-5-YI)[1,1'-BIPHENYL]-4-YI]METHYL]-L-VALINE". Page/Page column 14. . Retrieved 2012/05/19.