6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester

Base Information

• Chemical Name: 6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester
• CAS No.: 401809-94-7
• Molecular Formula: C₃₀H₃₇N₃O₉
• Molecular Weight: 583.638
• Mol file: 401809-94-7.mol

Synonyms:6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester

Chemical Property of 6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester

There total 2 articles about 6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl 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%

(S)-methyl 6-amino-2-(benzyloxycarbonylamino)hexanoate (5591-93-5) + 1,3-dioxo-5,7-dihydro-1H,3H-2-oxa-6-aza-s-indacene-6-carboxylic acid tert-butyl ester → 6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester (401809-94-7)

Guidance literature:

In N,N-dimethyl-formamide; for 16h;

DOI:10.1021/ja0118789

Reference yield:

N-BOC-isoindoline-5,6-dicarboxylic acid → 6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester (401809-94-7)

Guidance literature:

Multi-step reaction with 2 steps

1: EDCI / dimethylformamide / 1 h / 25 °C

2: 90 percent / dimethylformamide / 16 h

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.1021/ja0118789

Reference yield: 100.0%

4-methoxy-benzylamine (2393-23-9) + 6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester (401809-94-7) → 5-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-6-(4-methoxy-benzylcarbamoyl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 16h;

DOI:10.1021/ja0118789

upstream raw materials:

(S)-methyl 6-amino-2-(benzyloxycarbonylamino)hexanoate