(3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

Base Information

Chemical Name:(3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one
CAS No.:109151-05-5
Molecular Formula:C₂₁H₃₅NO₂Si
Molecular Weight:361.6
Hs Code.:

Synonyms:(3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

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Chemical Property of (3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

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Technology Process of (3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

There total 5 articles about (3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one 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: 92.0%

: 109151-04-4
(2R,3R)-3-ethyl-4-oxo-1-<(S)-1-phenylethyl>azetidine-2-ethanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 109151-05-5
(3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
DOI:10.1021/jo00391a073

Reference yield:

: 146987-87-3
((S)-1-Phenyl-ethyl)-[3-trimethylsilanyl-prop-2-yn-(E)-ylidene]-amine

: 109151-05-5
(3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

2: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

3: 100 percent / H₂ / Lindlar catalyst / petroleum ether; toluene / 5 h / 25 °C / 760 Torr

4: 1.) disiamylborane, 2.) 6 N NaOH, 30percent H₂O₂ / 1.) THF, 0 deg C, 2 h, 2.) THF, from 0 to 25 deg C

5: 92 percent / Et₃N / dimethylformamide / 0.5 h / 0 °C

With sodium hydroxide; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; triethylamine; Lindlar's catalyst; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; Petroleum ether;
DOI:10.1021/jo00391a073

Reference yield:

: 109151-02-2
(3R,4S)-3-Ethyl-4-ethynyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

: 109151-05-5
(3R,4R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-ethyl-1-((S)-1-phenyl-ethyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / Lindlar catalyst / petroleum ether; toluene / 5 h / 25 °C / 760 Torr

2: 1.) disiamylborane, 2.) 6 N NaOH, 30percent H₂O₂ / 1.) THF, 0 deg C, 2 h, 2.) THF, from 0 to 25 deg C

3: 92 percent / Et₃N / dimethylformamide / 0.5 h / 0 °C

With sodium hydroxide; hydrogen; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; triethylamine; Lindlar's catalyst; In N,N-dimethyl-formamide; toluene; Petroleum ether;
DOI:10.1021/jo00391a073