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

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Chemical Name:p-nitrobenzyl 2-[bis(benzoylthio)methylidene]-2-[(3R,4S)-3-(1-(S)-(tert-butyldimethylsilyloxy)propyl)-4-phenylthio-2-azetidinon-1-yl]acetate
CAS No.:181957-27-7
Molecular Formula:C₄₂H₄₄N₂O₈S₃Si
Molecular Weight:829.103
Hs Code.:

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

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Chemical Property of p-nitrobenzyl 2-[bis(benzoylthio)methylidene]-2-[(3R,4S)-3-(1-(S)-(tert-butyldimethylsilyloxy)propyl)-4-phenylthio-2-azetidinon-1-yl]acetate

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Technology Process of p-nitrobenzyl 2-[bis(benzoylthio)methylidene]-2-[(3R,4S)-3-(1-(S)-(tert-butyldimethylsilyloxy)propyl)-4-phenylthio-2-azetidinon-1-yl]acetate

There total 4 articles about p-nitrobenzyl 2-[bis(benzoylthio)methylidene]-2-[(3R,4S)-3-(1-(S)-(tert-butyldimethylsilyloxy)propyl)-4-phenylthio-2-azetidinon-1-yl]acetate 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: 88.0%

: 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

Guidance literature:

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 181957-20-0
(3R,4S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-4-phenylsulfanyl-azetidin-2-one

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / K₂CO₃ / dimethylformamide / 4.5 h / 50 - 55 °C

2: 1.) LDA

With potassium carbonate; lithium diisopropyl amide; In N,N-dimethyl-formamide;
DOI:10.1021/jm9703348