Benzenebutanoic acid, a-azido-, (S)-

Base Information

• Chemical Name: Benzenebutanoic acid, a-azido-, (S)-
• CAS No.: 139040-47-4
• Molecular Formula: C10H11N3O2
• Molecular Weight: 205.216
• Mol file: 139040-47-4.mol

Synonyms:

Chemical Property of Benzenebutanoic acid, a-azido-, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenebutanoic acid, a-azido-, (S)-

There total 5 articles about Benzenebutanoic acid, a-azido-, (S)- 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%

(4S,5R)-1-((S)-2-Azido-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (852298-83-0) → (S)-2-Azido-4-phenyl-butyric acid (139040-47-4)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1039/b417954d

Reference yield: 91.0%

(R)-4-phenyl-1,1,1-trichloro-2-butanol (139040-41-8) → (S)-2-Azido-4-phenyl-butyric acid (139040-47-4)

Guidance literature:

With sodium hydroxide; sodium azide; water; In 1,2-dimethoxyethane; at 23 ℃; for 24h;

DOI:10.1021/ja00031a069

Reference yield:

4-phenyl-1,1,1-trichloro-2-butanone (139040-36-1) → (S)-2-Azido-4-phenyl-butyric acid (139040-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (S)-α,α-diphenylprolinol - n-butylboronic acid, catecholborane / toluene / 12 h / -78 °C

2: 91 percent / NaN₃, NaOH, H₂O / 1,2-dimethoxy-ethane / 24 h / 23 °C

With sodium hydroxide; sodium azide; (S)-diphenylprolinol; butylboronic acid; water; benzo[1,3,2]dioxaborole; In 1,2-dimethoxyethane; toluene;

DOI:10.1021/ja00031a069

upstream raw materials:

(R)-4-phenyl-1,1,1-trichloro-2-butanol

(4S,5R)-1-((S)-2-Azido-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

(2'R,4S,5R)-1-(2'-bromo-4'-phenylbutyryl)-3,4-dimethyl-5-phenylimidazolidin-2-one

4-phenyl-1,1,1-trichloro-2-butanone

Downstream raw materials:

D-homophenylalanine

Refernces

• 1、 Corey, E. J.,Link, John O.. "A General, Catalytic, and Enantioselective Synthesis of α-Amino Acids". . p. 1906 - 1908. Retrieved 2007/10/02.