6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine

Base Information

• Chemical Name: 6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine
• CAS No.: 21142-82-5
• Molecular Formula: C₁₆H₂₀N₂O₅S
• Molecular Weight: 352.411
• Mol file: 21142-82-5.mol

Synonyms:6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine

Chemical Property of 6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine

There total 5 articles about 6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine 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:

3,3-dimethyl-D-cysteine (52-67-5) + methyl 2-(benzyloxycarbonylamino)acrylate (21149-17-7) → 6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine (21142-82-5) + 6D-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine (21142-83-6)

Guidance literature:

With triethylamine; In methanol; for 192h; Ambient temperature;

DOI:10.1139/v81-062

Reference yield:

N,N'-bis[(phenylmethoxy)carbonyl]-L-cystine 1,1'-dimethyl ester (3693-95-6) → 6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine (21142-82-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / conc. hydrochloric acid, zinc / methanol / 0.25 h / 0 °C

2: 92 percent / Fetizon's reagent / methanol; H₂O / 8.5 h / Heating

3: 22 percent / triethylamine / methanol / 192 h / Ambient temperature

With hydrogenchloride; triethylamine; silver carbonate; zinc; In methanol; water;

DOI:10.1139/v81-062

Reference yield:

N-benzyloxycarbonyl-L-cysteine methyl ester (53907-28-1) → 6L-carbobenzyloxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine (21142-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Fetizon's reagent / methanol; H₂O / 8.5 h / Heating

2: 22 percent / triethylamine / methanol / 192 h / Ambient temperature

With triethylamine; silver carbonate; In methanol; water;

DOI:10.1139/v81-062

upstream raw materials:

3,3-dimethyl-D-cysteine

methyl 2-(benzyloxycarbonylamino)acrylate

N,N'-bis[(phenylmethoxy)carbonyl]-L-cystine 1,1'-dimethyl ester

N-benzyloxycarbonyl-L-cysteine methyl ester

Downstream raw materials:

(3S,6R)-6-Benzyloxycarbonylamino-2,2-dimethyl-5-oxo-[1,4]thiazepane-3-carboxylic acid benzyl ester

6L-carbobenzoxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine p-nitrobenzyl ester

6L-carbobenzoxyamino-3D-carboxy-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine benzhydryl ester

3D-benzhydryloxycarbonyl-6L-carbobenzoxyamino-2,2-dimethyl-5-oxoperhydro-1,4-thiazepine-1-oxide