[(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester
• CAS No.: 121740-50-9
• Molecular Formula: C₃₄H₃₆N₂O₃S₂
• Molecular Weight: 584.803

Synonyms:[(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester

Chemical Property of [(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of [(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester

There total 3 articles about [(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid 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: 98.0%

bromoacetic acid tert-butyl ester (5292-43-3) + (2R,6R)-2-Thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-5-one (121740-49-6) → [(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester (121740-50-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1.) 5 deg C to RT, 1 h; 2.) 1 h;

DOI:10.1246/cl.1989.137

Reference yield:

trityl chloride (76-83-5) → [(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester (121740-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / Et₃N / dimethylformamide / 1.5 h / Ambient temperature

2: 98 percent / NaH / dimethylformamide / 1.) 5 deg C to RT, 1 h; 2.) 1 h

With sodium hydride; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1989.137

Reference yield:

(2R,6R)-6-amino-2-thienylperhydrothiazepin-5-one (110221-27-7) → [(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester (121740-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / Et₃N / dimethylformamide / 1.5 h / Ambient temperature

2: 98 percent / NaH / dimethylformamide / 1.) 5 deg C to RT, 1 h; 2.) 1 h

With sodium hydride; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1989.137

upstream raw materials:

bromoacetic acid tert-butyl ester

(2R,6R)-2-Thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-5-one

trityl chloride

(2R,6R)-6-amino-2-thienylperhydrothiazepin-5-one

Downstream raw materials:

[(2S,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester

(S)-2-((2S,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester

(S)-2-((R)-4-tert-Butoxycarbonylmethyl-5-oxo-2-thiophen-2-yl-4,5,6,7-tetrahydro-[1,4]thiazepin-6-ylamino)-4-phenyl-butyric acid ethyl ester

temocapril

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