{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-chloro-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-chloro-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester
• CAS No.: 82864-30-0
• Molecular Formula: C₂₃H₂₉ClN₂O₇S₂Si
• Molecular Weight: 573.163

Synonyms:

Chemical Property of {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-chloro-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-chloro-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester

There total 2 articles about {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-chloro-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl 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:

{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methylsulfanyl-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester (82834-86-4) → {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-chloro-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester (82864-30-0)

Guidance literature:

With chlorine;

DOI:10.1016/S0040-4039(00)87025-2

Reference yield:

(3S,4R)-3-<(R)-1-tert-Butyldimethylsilyloxyethyl>-4-methylthio-2-oxoazetidine (82864-29-7) → {(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-chloro-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester (82864-30-0)

Guidance literature:

Multi-step reaction with 2 steps

2: Chlorine

With chlorine;

DOI:10.1016/S0040-4039(00)87025-2

Reference yield: 80.0%

{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-chloro-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester (82864-30-0) + methylamine (74-89-5) → (5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methylcarbamoylmethylsulfanyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (80909-72-4)

Guidance literature:

In methanol; dichloromethane;

DOI:10.1016/S0040-4039(00)87025-2

upstream raw materials:

{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methylsulfanyl-4-oxo-azetidin-1-yl}-[4-oxo-[1,3]dithiolan-(2Z)-ylidene]-acetic acid 4-nitro-benzyl ester

(3S,4R)-3-<(R)-1-tert-Butyldimethylsilyloxyethyl>-4-methylthio-2-oxoazetidine

Downstream raw materials:

(5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methylcarbamoylmethylsulfanyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

p-Nitrobenzyl(5R,6S)-6-[1-(R)-hydroxyethyl]-2-(N-methylcarbamoylmethylthio)penem-3-carboxylate

(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methylcarbamoylmethylsulfanyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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