Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

Base Information

Chemical Name:Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester
CAS No.:111969-57-4
Molecular Formula:C₁₈H₁₉F₂NO₅S
Molecular Weight:399.415
Hs Code.:

Synonyms:Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

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Chemical Property of Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

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Technology Process of Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

There total 7 articles about Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-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: 83.0%

: 111969-56-3
(3S,4S)-4-(1,1-Difluoro-2-oxo-2-phenyl-ethyl)-3-((R)-1-hydroxy-ethyl)-1-methylsulfanyl-azetidin-2-one

: 2937-50-0
Allyl chloroformate

: 111969-57-4
Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

Guidance literature:: With dmap; In dichloromethane; for 2h; Ambient temperature;

Reference yield:

: 384-67-8
2-chloro-2,2-difluoroacetophenone

: 111969-57-4
Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Zn / acetonitrile / 60 °C

2: 20 percent / TiCl₄ / CH₂Cl₂ / 24 h / Heating

3: 1.) LDA, HMPA / 1.) THF, -78 deg C, 2.) THF, from -78 degC to 0 deg C

4: 73 percent / 10percent H₂SO₄ / methanol / 1 h / Ambient temperature

5: 83 percent / DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sulfuric acid; titanium tetrachloride; zinc; lithium diisopropyl amide; In methanol; dichloromethane; acetonitrile;

Reference yield:

: phenylmagnesium bromide

: 111969-57-4
Carbonic acid allyl ester (R)-1-[(2S,3S)-2-(1,1-difluoro-2-oxo-2-phenyl-ethyl)-1-methylsulfanyl-4-oxo-azetidin-3-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent

2: Zn / acetonitrile / 60 °C

3: 20 percent / TiCl₄ / CH₂Cl₂ / 24 h / Heating

4: 1.) LDA, HMPA / 1.) THF, -78 deg C, 2.) THF, from -78 degC to 0 deg C

5: 73 percent / 10percent H₂SO₄ / methanol / 1 h / Ambient temperature

6: 83 percent / DMAP / CH₂Cl₂ / 2 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sulfuric acid; titanium tetrachloride; zinc; lithium diisopropyl amide; In methanol; dichloromethane; acetonitrile;