benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate

Base Information

• Chemical Name: benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate
• CAS No.: 906356-31-8
• Molecular Formula: C₃₄H₃₅NO₅
• Molecular Weight: 537.656
• Mol file: 906356-31-8.mol

Synonyms:benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate

Chemical Property of benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate

There total 7 articles about benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate 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: 95.0%

(S)-Nα-tert-butyloxycarbonyl-O-benzyl-m-iodotyrosine benzyl ester (906356-19-2) + phenylboronic acid (98-80-6) → benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate (906356-31-8)

Guidance literature:

With sodium carbonate; tris-(o-tolyl)phosphine; palladium diacetate; In 1,2-dimethoxyethane; water; at 80 ℃;

DOI:10.1021/jo060704c

Reference yield: 50.0%

benzyl (S)-3-(4-(benzyloxy)-3-iodophenyl)-2-(((benzyloxy)carbonyl)amino)propanoate (600737-79-9) + phenylboronic acid (98-80-6) → benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate (906356-31-8)

Guidance literature:

With palladium diacetate; sodium carbonate; tris-(o-tolyl)phosphine; In 1,2-dimethoxyethane; water; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmcl.2016.04.023

Reference yield:

3-Iodo-L-tyrosine (70-78-0) → benzyl (S)-3-(6-(benzyloxy)-[1,1'-biphenyl]-3-yl)-2-(((benzyloxy)carbonyl)amino)propanoate (906356-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / Et₃N / H₂O; dioxane / 18.75 h / 0 - 20 °C

2: 93 percent / Na₂CO₃ / acetone / 5 h / 20 °C

3: 95 percent / Na₂CO₃; P(o-tolyl)3 / Pd(OAc)2 / 1,2-dimethoxy-ethane; H₂O / 80 °C

With sodium carbonate; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In 1,4-dioxane; 1,2-dimethoxyethane; water; acetone; 3: Suzuki cross coupling;

DOI:10.1021/jo060704c

upstream raw materials:

(S)-N^α-tert-butyloxycarbonyl-O-benzyl-m-iodotyrosine benzyl ester

phenylboronic acid

di-tert-butyl dicarbonate

3-Iodo-L-tyrosine