3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic acid 4-nitro-benzyl ester

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Chemical Name:3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic acid 4-nitro-benzyl ester
CAS No.:191533-75-2
Molecular Formula:C₃₆H₃₉ClN₂O₈S₂Si
Molecular Weight:755.385
Hs Code.:

Synonyms:3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic acid 4-nitro-benzyl ester

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Chemical Property of 3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic acid 4-nitro-benzyl ester

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Technology Process of 3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic acid 4-nitro-benzyl ester

There total 5 articles about 3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic 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:

: 181957-27-7
p-nitrobenzyl 2-[bis(benzoylthio)methylidene]-2-[(3R,4S)-3-(1-(S)-(tert-butyldimethylsilyloxy)propyl)-4-phenylthio-2-azetidinon-1-yl]acetate

: 191533-75-2
3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic acid 4-nitro-benzyl ester

Guidance literature:: With thionyl chloride; In dichloromethane; at -5 ℃; for 0.25h;
DOI:10.1021/jm9703348

Reference yield:

: 98-88-4
benzoyl chloride

: 191533-75-2
3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA

2: SOCl₂ / CH₂Cl₂ / 0.25 h / -5 °C

With thionyl chloride; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jm9703348

Reference yield:

: tert-Butyl-((E)-(S)-1-ethyl-3-phenylsulfanyl-allyloxy)-dimethyl-silane

: 191533-75-2
3,3-Bis-benzoylsulfanyl-2-{(2S,3R)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-chloro-4-oxo-azetidin-1-yl}-acrylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) PhSH, pyridine / 1.) i-Pr₂O, RT, 4 h, 2.) i-Pr₂O, -20 deg C, 30 min

2: 93 percent / K₂CO₃ / dimethylformamide / 4.5 h / 50 - 55 °C

3: 1.) LDA

4: SOCl₂ / CH₂Cl₂ / 0.25 h / -5 °C

With pyridine; thionyl chloride; potassium carbonate; thiophenol; lithium diisopropyl amide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9703348