5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-benzo[b]thiophene-5-carbonyl}-amino)-3-phenyl-propionylamino]-isophthalic acid di-tert-butyl ester

Base Information

• Chemical Name: 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-benzo[b]thiophene-5-carbonyl}-amino)-3-phenyl-propionylamino]-isophthalic acid di-tert-butyl ester
• CAS No.: 1026292-72-7
• Molecular Formula: C₄₆H₅₃N₃O₇S
• Molecular Weight: 792.009
• Mol file: 1026292-72-7.mol

Synonyms:

Chemical Property of 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-benzo[b]thiophene-5-carbonyl}-amino)-3-phenyl-propionylamino]-isophthalic acid di-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-benzo[b]thiophene-5-carbonyl}-amino)-3-phenyl-propionylamino]-isophthalic acid di-tert-butyl ester

There total 3 articles about 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-benzo[b]thiophene-5-carbonyl}-amino)-3-phenyl-propionylamino]-isophthalic acid di-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:

dimethyl benzothiophene-5,6-dicarboxylate (98449-83-3) → 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-benzo[b]thiophene-5-carbonyl}-amino)-3-phenyl-propionylamino]-isophthalic acid di-tert-butyl ester (1026292-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / methanol

2: 94 percent / acetic anhydride / 1 h / 130 °C

3: 1.) Et₃N, 2.) bromotris(pyrrolidino)phosphoniumhexafluorophosphate, diisopropylethylamine / 1.) dichloromethane, 1 h, 2.) overnight

With sodium hydroxide; acetic anhydride; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In methanol;

DOI:10.1021/jm9508907

Reference yield:

benzothiophene-5,6-dicarboxylic acid (81452-61-1) → 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-benzo[b]thiophene-5-carbonyl}-amino)-3-phenyl-propionylamino]-isophthalic acid di-tert-butyl ester (1026292-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / acetic anhydride / 1 h / 130 °C

2: 1.) Et₃N, 2.) bromotris(pyrrolidino)phosphoniumhexafluorophosphate, diisopropylethylamine / 1.) dichloromethane, 1 h, 2.) overnight

With acetic anhydride; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate;

DOI:10.1021/jm9508907

Reference yield:

adamantylmethylamine (17768-41-1) + benzothiophene-5,6-dicarboxylic acid anhydride (34434-51-0) + 5-((S)-2-Amino-3-phenyl-propionylamino)-isophthalic acid di-tert-butyl ester → 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-benzo[b]thiophene-5-carbonyl}-amino)-3-phenyl-propionylamino]-isophthalic acid di-tert-butyl ester (1026292-72-7)

Guidance literature:

With triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; Multistep reaction; 1.) dichloromethane, 1 h, 2.) overnight;

DOI:10.1021/jm9508907

upstream raw materials:

adamantylmethylamine

benzothiophene-5,6-dicarboxylic acid anhydride

dimethyl benzothiophene-5,6-dicarboxylate

benzothiophene-5,6-dicarboxylic acid