2-(2-tert-butoxycarbonylamino-3-phenylpropionylamino)-cyclooctanecarboxylic acid methyl ester

Base Information

• Chemical Name: 2-(2-tert-butoxycarbonylamino-3-phenylpropionylamino)-cyclooctanecarboxylic acid methyl ester
• CAS No.: 879123-11-2
• Molecular Formula: C₂₄H₃₆N₂O₅
• Molecular Weight: 432.56
• Mol file: 879123-11-2.mol

Synonyms:2-(2-tert-butoxycarbonylamino-3-phenylpropionylamino)-cyclooctanecarboxylic acid methyl ester

Chemical Property of 2-(2-tert-butoxycarbonylamino-3-phenylpropionylamino)-cyclooctanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-tert-butoxycarbonylamino-3-phenylpropionylamino)-cyclooctanecarboxylic acid methyl ester

There total 3 articles about 2-(2-tert-butoxycarbonylamino-3-phenylpropionylamino)-cyclooctanecarboxylic acid methyl 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: 81.0%

2-aminocyclooctanecarboxylic acid methyl ester hydrochloride + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → 2-(2-tert-butoxycarbonylamino-3-phenylpropionylamino)-cyclooctanecarboxylic acid methyl ester (879123-11-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In acetonitrile; at 20 ℃;

DOI:10.3390/molecules13020432

Reference yield:

(1R,2S)-2-Amino-cyclooctanecarboxylic acid (522644-04-8,791059-05-7) → (1R,2S)-2-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-cyclooctanecarboxylic acid methyl ester (879123-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: Et₃N; EDC; HOBT / acetonitrile

With thionyl chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In acetonitrile;

DOI:10.1246/cl.2006.86

Reference yield:

Boc-D-Phe-OH (18942-49-9) + methyl (1R,2S)-2-aminocyclooctanecarboxylate hydrochloride → (1R,2S)-2-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-cyclooctanecarboxylic acid methyl ester (879123-11-2)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In acetonitrile;

DOI:10.1246/cl.2006.86

upstream raw materials:

Boc-D-Phe-OH

(1R,2S)-2-Amino-cyclooctanecarboxylic acid

N-tert-butoxycarbonyl-L-phenylalanine