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

Base Information

Chemical Name:1-{(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester
CAS No.:188396-10-3
Molecular Formula:C₂₂H₃₇NO₆Si
Molecular Weight:439.624
Hs Code.:

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

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

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

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

: 7429-44-9
2-methoxycyclohexanone

: 188396-10-3
1-{(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH, KH / 1.) THF, reflux, 2.) THF, reflux, 12 h

2: 1.) NaH / 1.) THF, -20 deg C, 45 min, 2.) THF, -20 deg C, 2 h

With potassium hydride; sodium hydride;
DOI:10.1021/ja962006n

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

: 188396-09-0
3-Methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester

: 188396-10-3
1-{(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester

Guidance literature:: With sodium hydride; Multistep reaction; 1.) THF, -20 deg C, 45 min, 2.) THF, -20 deg C, 2 h;
DOI:10.1021/ja962006n

Reference yield:

: 188396-10-3
1-{(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-3-methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester

: 188396-12-5
(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-(3-methoxy-2-oxo-cyclohexyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.5 h

2: 43 percent / palladium acetate, triphenylphosphine, formic acid / ethyl acetate / 2.5 h / Heating

With 2,6-dimethylpyridine; formic acid; palladium diacetate; triphenylphosphine; In dichloromethane; ethyl acetate;
DOI:10.1021/ja962006n