4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl ester

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Chemical Name:4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl ester
CAS No.:207291-30-3
Molecular Formula:C₂₇H₃₉NO₇Si
Molecular Weight:517.695
Hs Code.:

Synonyms:4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl ester

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Chemical Property of 4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl ester

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Technology Process of 4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl ester

There total 4 articles about 4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl 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: 99.0%

: 108-24-7
acetic anhydride

: 207291-24-5
4-[(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-4-hydroxy-pent-2-ynoic acid ethyl ester

: 207291-30-3
4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl ester

Guidance literature:: With dmap; In dichloromethane; for 13h;
DOI:10.1246/cl.1995.1013

Reference yield:

: 139308-11-5
(4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-2-azetidinone

: 207291-30-3
4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) DIBAL

2: 97 percent / CF₃SO₃H / butan-2-one

3: imidazole / dimethylformamide / Ambient temperature

4: 1.) LDA / 1.) THF, from -78 to -40 deg C, 1.5 h

5: 99 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 13 h

With 1H-imidazole; dmap; trifluorormethanesulfonic acid; diisobutylaluminium hydride; lithium diisopropyl amide; In dichloromethane; N,N-dimethyl-formamide; butanone;
DOI:10.1246/cl.1995.1013

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 207291-30-3
4-Acetoxy-4-[(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-pent-2-ynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / Ambient temperature

2: 1.) LDA / 1.) THF, from -78 to -40 deg C, 1.5 h

3: 99 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 13 h

With 1H-imidazole; dmap; lithium diisopropyl amide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/cl.1995.1013