3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester

Base Information

• Chemical Name: 3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester
• CAS No.: 480446-80-8
• Molecular Formula: C₂₂H₂₅N₃O₄
• Molecular Weight: 395.458
• Mol file: 480446-80-8.mol

Synonyms:3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester

Chemical Property of 3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester

There total 3 articles about 3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester 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: 90.0%

N-(2-amino-phenyl)-3-tert-butoxycarbonylamino-succinamic acid benzyl ester (133703-69-2) → 3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester (480446-80-8)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In toluene; for 3h; Reflux;

DOI:10.1039/C8RA07773H

Reference yield:

(S)-3-tert-Butoxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid benzyl ester (84890-97-1) → 3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester (480446-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 20 °C

2: 1.62 g / glacial AcOH / 65 °C

With acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm020336e

Reference yield:

BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) + 1,2-diamino-benzene (95-54-5) → 3-(1H-benzimidazol-2-yl)-3-tert-butoxycarbonylaminopropionic acid benzyl ester (480446-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / toluene / 0.17 h / 20 °C

1.2: 0.17 h / 20 °C

1.3: 4 h / 20 °C

2.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / toluene / 3 h / Reflux

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In toluene;

DOI:10.1039/C8RA07773H

upstream raw materials:

N-(2-amino-phenyl)-3-tert-butoxycarbonylamino-succinamic acid benzyl ester

(S)-3-tert-Butoxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid benzyl ester

BOC-L-aspartic acid 4-benzyl ester

1,2-diamino-benzene