(S)-Methyl 2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoate

Base Information

• Chemical Name: (S)-Methyl 2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoate
• CAS No.: 137863-17-3
• Molecular Formula: C25H31N5O3
• Molecular Weight: 449.553
• Hs Code.: 2933997500
• UNII: 7BZQ418Z0J
• ChEMBL ID: CHEMBL326349
• DSSTox Substance ID: DTXSID50468616
• Nikkaji Number: J2.104.940I
• Wikidata: Q27268035
• Mol file: 137863-17-3.mol

Synonyms:137863-17-3;(S)-Methyl 2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoate;valsartan methyl ester;Valsartan impurity E;N-(1-Oxopentyl)-N-((2'-(2H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-L-valine methyl ester;7BZQ418Z0J;CHEMBL326349;Methyl (2S)-3-methyl-2-[pentanoyl-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]amino]butanoate;L-Valine, N-(1-oxopentyl)-N-((2'-(2H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-, methyl ester;L-Valine, N-(1-oxopentyl)-N-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-, methyl ester;UNII-7BZQ418Z0J;Valsartan impurity E [USP-MC];SCHEMBL2251;SCHEMBL21619424;DTXSID50468616;UJTNRXYTECQKFO-QHCPKHFHSA-N;BDBM50282365;AKOS015899737;AKOS037647709;AS-74538;PD128572;D92869;A886382;Q27268035;methyl N-pentanoyl-N-{[2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl]methyl}-L-valinate;Methyl N-pentanoyl-N-{[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl}-L-valinate;N-[2-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester;N-valeryl-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-(L)-valine methyl ester;(S)-3-Methyl-2-{pentanoyl-[2''-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amino}-butyric acid methyl ester;(S)-Methyl2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoate;L-Valine,N-(1-oxopentyl)-N-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-,methylester;METHYL (2S)-3-METHYL-2-(N-{[2'-(2H-1,2,3,4-TETRAZOL-5-YL)-[1,1'-BIPHENYL]-4-YL]METHYL}PENTANAMIDO)BUTANOATE;methyl (2S)-3-methyl-2-[N-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)pentanamido]butanoate;N-[2 inverted exclamation mark -(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester;N-[2 inverted exclamation mark -(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester;Valsartan Methyl Ester;Valsartan Related Compound E (USP);N-Valeryl-N-{[2'-(1H-tetrazole-5-yl)biphenyl-4-yl]methyl}-L-valine methyl ester;Valsartan Related Compound E

Chemical Property of (S)-Methyl 2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoate

Chemical Property:

• Melting Point: 129-130℃
• Boiling Point: 647.716 °C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 345.526 °C
• PSA: 101.07000
• Density: 1.169 g/cm³
• LogP: 4.25010
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 449.24268987
• Heavy Atom Count: 33
• Complexity: 623

Purity/Quality:

99.9% ^*data from raw suppliers

ValsartanMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=O)N(CC1=CC=C(C=C1)C2=CC=CC=C2C3=NNN=N3)C(C(C)C)C(=O)OC
• Isomeric SMILES: CCCCC(=O)N(CC1=CC=C(C=C1)C2=CC=CC=C2C3=NNN=N3)[C@@H](C(C)C)C(=O)OC
• Uses: Valsartan Methyl Ester is an analog of Valsartan (V095750), is a nonpeptide angiotensin II AT1-receptor antagonist. Antihypertensive. Valsartan Methyl Ester (Valsartan USP Related Compound E) is an analog of Valsartan (V095750), is a nonpeptide angiotensin II AT1-receptor antagonist. Antihypertensive.

Technology Process of (S)-Methyl 2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoate

There total 41 articles about (S)-Methyl 2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoate 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: 100.0%

methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate (137863-90-2) → methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate (137863-17-3)

Guidance literature:

With hydrogenchloride; ethanol; at 60 ℃; for 4h;

Reference yield: 92.0%

N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester (781664-81-1) → methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate (137863-17-3)

Guidance literature:

methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate; With sodium azide; zinc chloride bis(dimethylformamide) complex; In N,N-dimethyl-formamide; at 130 - 140 ℃; for 28h; Large scale;

With hydrogenchloride; sodium nitrite; In water; N,N-dimethyl-formamide; at 30 ℃; pH=1.5; Large scale;

Reference yield: 83.0%

methanol (67-56-1) + N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester (781664-81-1) → methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate (137863-17-3) + methoxytriphenylmethane (596-31-6)

Guidance literature:

With thionyl chloride; at 0 - 25 ℃; for 4.5h;

DOI:10.1002/ardp.201100377

upstream raw materials:

N-pentanoyl-N-{[2'-(2N-trityl-tetrazole-5-yl)(1,1'-biphenyl)-4-yl]methyl}-L-valine methyl ester

methanol

N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester

(2S)-methyl 3-methyl-2-[pentanoyl-[[4-[2-(2-(2-trimethylsilylethoxymethyl)-2H-tetrazol-5-yl)phenyl]phenyl]methyl]amino]butanoate

Downstream raw materials:

valsartan

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

valsartan

(S)-N-(1-Hydroxymethyl-2-methyl-prop-1-yl)-N-pentanoyl-N-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-amine