(4S,6S,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (4S,6S,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester
• CAS No.: 104430-43-5
• Molecular Formula: C₂₁H₂₆N₂O₆S₂
• Molecular Weight: 466.579
• Mol file: 104430-43-5.mol

Synonyms:(4S,6S,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester

Chemical Property of (4S,6S,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,6S,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester

There total 8 articles about (4S,6S,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic 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:

tert-butyl glyoxylate (7633-32-1) → (4R,6R,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester (104430-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / tetrahydrofuran; triethylamine

2: 1.) thionyl chloride/2,6-lutidine 2.) hydrogen sulphide/triethylamine

With 2,6-dimethylpyridine; thionyl chloride; hydrogen sulfide; triethylamine; In tetrahydrofuran; triethylamine;

DOI:10.1016/S0040-4039(00)84243-4

Reference yield:

tert-butyl glyoxylate (7633-32-1) + (Z)-3-((2S,3R)-4-Oxo-3-phenylacetylamino-azetidin-2-ylsulfanyl)-acrylic acid methyl ester (104486-78-4) → (4S,6S,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester (104430-43-5)

Guidance literature:

With 2,6-dimethylpyridine; thionyl chloride; hydrogen sulfide; triethylamine; Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)84243-4

Reference yield:

(1S,5R)-3-benzyl-6-(2-bromo-1-hydroxy-2-methylpropyl)-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-7-one (74213-36-8,74243-81-5,104486-77-3) → (4R,6R,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester (104430-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) triethylamine / 1.) dichloromethane

2: 84 percent / tetrahydrofuran; triethylamine

3: 1.) thionyl chloride/2,6-lutidine 2.) hydrogen sulphide/triethylamine

With 2,6-dimethylpyridine; thionyl chloride; hydrogen sulfide; triethylamine; In tetrahydrofuran; triethylamine;

DOI:10.1016/S0040-4039(00)84243-4

upstream raw materials:

(Z)-3-[(2R,3R)-1-(tert-Butoxycarbonyl-hydroxy-methyl)-4-oxo-3-phenylacetylamino-azetidin-2-ylsulfanyl]-acrylic acid methyl ester

tert-butyl glyoxylate

(1S,5R)-3-benzyl-6-(2-bromo-1-hydroxy-2-methylpropyl)-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-7-one

cis-β-(methoxycarbonyl)vinylisothiouronium chloride

Downstream raw materials:

(4R,6R,7R)-4-Methoxycarbonylmethyl-8-oxo-7-phenylacetylamino-3,5-dithia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid