[(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl ester

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Chemical Name:[(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl ester
CAS No.:186459-21-2
Molecular Formula:C₂₅H₃₇NO₅SSi
Molecular Weight:491.724
Hs Code.:

Synonyms:[(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl ester

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Chemical Property of [(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl ester

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Technology Process of [(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl ester

There total 5 articles about [(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl 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: 86.0%

: 108-98-5
thiophenol

: 153976-18-2
(3S,4S)-1-(allyloxycarbonylmethyl)-3-[(1R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-[(1R)-1-carboxyethyl]-2-azetidinone

: 186459-21-2
[(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In benzene; at 25 ℃; for 17h;
DOI:10.1039/P19960002851

Reference yield:

: 93711-85-4,97101-07-0,113033-46-8,120710-59-0,120710-60-3,90776-58-2
(2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid

: 186459-21-2
[(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran / 1.) 10 deg C, 20 min, 2.) 25 deg C, 1 h

2: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -50 °C

3: aq. K₂CO₃ / tetrahydrofuran / 0.25 h / 25 °C

4: 86 percent / DCC, DMAP / benzene / 17 h / 25 °C

With dmap; sodium hexamethyldisilazane; sodium hydride; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; benzene;
DOI:10.1039/P19960002851

Reference yield:

: 107514-91-0
(3S,4R)-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-<<(tert-butyldimethylsilyl)oxy>carbonyl>ethyl>azetidin-2-one

: 186459-21-2
[(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-oxo-4-((R)-1-phenylsulfanylcarbonyl-ethyl)-azetidin-1-yl]-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -50 °C

2: aq. K₂CO₃ / tetrahydrofuran / 0.25 h / 25 °C

3: 86 percent / DCC, DMAP / benzene / 17 h / 25 °C

With dmap; sodium hexamethyldisilazane; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; benzene;
DOI:10.1039/P19960002851