[(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-4-yl]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-4-yl]-acetic acid tert-butyl ester
• CAS No.: 121740-51-0
• Molecular Formula: C₃₄H₃₄N₂O₃S₂
• Molecular Weight: 582.788
• Mol file: 121740-51-0.mol

Synonyms:[(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-4-yl]-acetic acid tert-butyl ester

Chemical Property of [(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-4-yl]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-4-yl]-acetic acid tert-butyl ester

There total 5 articles about [(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-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: 81.0%

[(2R,6R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-[1,4]thiazepan-4-yl]-acetic acid tert-butyl ester (121740-50-9) → [(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-4-yl]-acetic acid tert-butyl ester (121740-51-0)

Guidance literature:

With 4-methyl-morpholine; tert-butylhypochlorite; In toluene; 1.) from -40- -50 deg C to RT, 3 h; 2.) 2 h;

DOI:10.1246/cl.1989.137

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → [(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-4-yl]-acetic acid tert-butyl ester (121740-51-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 81 percent / N-methylmorpholine, tert-butyl hypochlorite / toluene / 1.) from -40- -50 deg C to RT, 3 h; 2.) 2 h

With 4-methyl-morpholine; tert-butylhypochlorite; sodium hydride; In N,N-dimethyl-formamide; toluene;

DOI:10.1246/cl.1989.137

Reference yield:

trityl chloride (76-83-5) → [(R)-5-Oxo-2-thiophen-2-yl-6-(trityl-amino)-6,7-dihydro-5H-[1,4]thiazepin-4-yl]-acetic acid tert-butyl ester (121740-51-0)

Guidance literature:

Multi-step reaction with 3 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

3: 81 percent / N-methylmorpholine, tert-butyl hypochlorite / toluene / 1.) from -40- -50 deg C to RT, 3 h; 2.) 2 h

With 4-methyl-morpholine; tert-butylhypochlorite; sodium hydride; triethylamine; In N,N-dimethyl-formamide; toluene;

DOI:10.1246/cl.1989.137

upstream raw materials:

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

bromoacetic acid tert-butyl ester

trityl chloride

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

Downstream raw materials:

(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

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