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

Base Information

• Chemical Name: (S)-Methyl 3-methyl-2-(N-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido
• CAS No.: 781664-81-1
• Molecular Formula: C44H45N5O3
• Molecular Weight: 691.873
• Mol file: 781664-81-1.mol

Synonyms:N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester;N-[[2'-(1-triphenylmethyltetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-N-valeryl-L-valine methyl ester;(S)-Methyl 3-methyl-2-(N-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)butanoate;methyl (S)-3-methyl-2-(pentanoyl-(2'-(1-triphenylmethyltetrazole-5-yl)-biphenyl-4-ylmethyl)amino)-butanoate;methyl N-pentanoyl-N-{[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-L-valinate;(S)-3-methyl-2-(pentanoyl-(2'-(1-trityl-1H-tetrazol-5-yl)-biphenyl-4-ylmethyl)-amino)-butyric acid methyl ester;methyl N-pentanoyl-N-[{2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl]-1,1'-biphenyl-4-yl}methyl]-L-valinate;

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

Chemical Property:

• PSA: 90.21000
• LogP: 8.56370

Purity/Quality:

97% ^*data from raw suppliers

(S)-Methyl 3-methyl-2-(N-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)butanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 8 articles about (S)-Methyl 3-methyl-2-(N-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido 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: 97.0%

methyl (S)-3-methyl-2-((2'-(1-triphenylmethyltetrazol-5-yl)-biphenyl-4-ylmethyl)amino)-butanoate + n-valeryl chloride (638-29-9) → N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester (781664-81-1)

Guidance literature:

With pyridine; In tetrahydrofuran; for 1.5h; X-irradiation;

Reference yield: 95.0%

N-[[2'-(1-triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyl]valine methyl ester oxalate (1000986-63-9) + n-valeryl chloride (638-29-9) → N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester (781664-81-1)

Guidance literature:

N-[[2'-(1-triphenylmethyltetrazol-5-yl)biphenyl-4-yl]methyl]valine methyl ester oxalate; With sodium carbonate; In water; toluene; at 20 - 30 ℃;

n-valeryl chloride; With N-ethyl-N,N-diisopropylamine; In toluene; at 0 - 10 ℃;

DOI:10.1021/op9000912

Reference yield: 80.0%

(S)-methyl 2-(N-(4-bromobenzyl)pentanamido)-3-methylbutanoate + N-(triphenylmethyl)phenyltetrazole (154750-11-5) → N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester (781664-81-1)

Guidance literature:

N-(triphenylmethyl)phenyltetrazole; With n-butyllithium; In tetrahydrofuran; hexane; at 25 ℃; for 1h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -20 ℃; for 0.5h; Inert atmosphere;

(S)-methyl 2-(N-(4-bromobenzyl)pentanamido)-3-methylbutanoate; With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; palladium diacetate; In tetrahydrofuran; hexane; at 25 - 75 ℃; for 2h; Inert atmosphere;

DOI:10.3762/bjoc.6.27

upstream raw materials:

n-valeryl chloride

N-trityl-5-(2-bromophenyl)tetrazole

N-pentanoyl-N-[4-(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2'-yl)benzyl]-L-valinemethyl ester

methyl N-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)phenyl-4-yl-methyl]-L-valinate

Downstream raw materials:

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

methoxytriphenylmethane

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

Refernces

• 1、 -. "Process For the Preparation of Angiotensin II Antagonist". Page/Page column 4. . Retrieved 2009/12/04.
• 2、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF ANGIOTENSIN II ANTAGONIST". Page/Page column 10. . Retrieved 2008/06/13.