3-(2-benzimidazolyl)alanine

Base Information

• Chemical Name: 3-(2-benzimidazolyl)alanine
• CAS No.: 81440-45-1
• Molecular Formula: C₁₀H₁₁N₃O₂
• Molecular Weight: 205.216
• Mol file: 81440-45-1.mol

Synonyms:(R)-2-Amino-3-(1H-benzoimidazol-2-yl)-propionic acid;

Chemical Property of 3-(2-benzimidazolyl)alanine

Chemical Property:

• Vapor Pressure: 1.16E-11mmHg at 25°C
• Boiling Point: 520.5°C at 760 mmHg
• Flash Point: 268.6°C
• PSA: 92.00000
• Density: 1.434g/cm³
• LogP: 1.21760

Purity/Quality:

99%min ^*data from raw suppliers

(αR)-α-amino-1H-Benzimidazole-2-propanoicacid 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2-benzimidazolyl)alanine

There total 4 articles about 3-(2-benzimidazolyl)alanine 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%

(R)-3-(1H-benzoimidazol-2-yl)-2-benzyloxycarbonylamino-propionic acid benzyl ester (81440-37-1) → 3-(2-benzimidazolyl)-D-alanine (81440-45-1)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; for 3h; under 760 Torr;

DOI:10.1021/jm00369a016

Reference yield: 32.0%

o-phenylenediamine dihydrochloride (615-28-1) → 3-(2-benzimidazolyl)-D-alanine (81440-45-1)

Guidance literature:

o-phenylenediamine dihydrochloride; With hydrogenchloride; In water; for 48h; Heating / reflux;

With sodium carbonate; In water; pH=1;

Reference yield:

1,2-diamino-benzene (95-54-5) → 3-(2-benzimidazolyl)-D-alanine (81440-45-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 1 h / -10 - 20 °C

2: glacial HOAc / 65 °C

3: 100 percent / H₂, HOAc / 10percent Pd/C / 3 h / 760 Torr

With hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jm00369a016

upstream raw materials:

(R)-3-(1H-benzoimidazol-2-yl)-2-benzyloxycarbonylamino-propionic acid benzyl ester

1,2-diamino-benzene

(R)-N-(2-Amino-phenyl)-2-benzyloxycarbonylamino-succinamic acid benzyl ester

o-phenylenediamine dihydrochloride

Refernces

• 1、 Nestor Jr.,Horner,Ho,Jones,McRae,Vickery. "Synthesis of a novel class of heteroaromatic amino acids and their use in the preparation of analogues of luteinizing hormone-releasing hormone". . p. 320 - 325. Retrieved 2007/10/02.