1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic acid allyl ester

Base Information

Chemical Name:1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic acid allyl ester
CAS No.:194535-44-9
Molecular Formula:C₂₇H₄₇NO₅Si₂
Molecular Weight:521.845
Hs Code.:

1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic acid allyl ester

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Chemical Property of 1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic acid allyl ester

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Technology Process of 1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic acid allyl ester

There total 4 articles about 1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic 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:

: 930-68-7
cyclohexenone

: 194535-44-9
1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C to room temperature, 2 h

2: 1.) NaH / 1.) THF, -20 deg C, 30 min, 2.) -20 deg C, 2 h

3: CH₂Cl₂ / 0.5 h / 0 °C

With sodium hydride; lithium diisopropyl amide; In dichloromethane;
DOI:10.1016/S0960-894X(97)00326-0

Reference yield:

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

: 194535-44-9
1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, -20 deg C, 30 min, 2.) -20 deg C, 2 h

2: CH₂Cl₂ / 0.5 h / 0 °C

With sodium hydride; In dichloromethane;
DOI:10.1016/S0960-894X(97)00326-0

Reference yield:

: 194535-42-7
allyl 2-oxocyclohex-3-ene-1-carboxylate

: 194535-44-9
1-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohex-3-enecarboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, -20 deg C, 30 min, 2.) -20 deg C, 2 h

2: CH₂Cl₂ / 0.5 h / 0 °C

With sodium hydride; In dichloromethane;
DOI:10.1016/S0960-894X(97)00326-0