[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl ester

Base Information

Chemical Name:[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl ester
CAS No.:184223-76-5
Molecular Formula:C₃₃H₄₅NO₅S₂Si
Molecular Weight:627.942
Hs Code.:

[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl ester

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Chemical Property of [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl ester

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Technology Process of [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl ester

There total 3 articles about [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl 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: 92.0%

: 184223-80-1
benzhydryl 2,2-dihydroxyacetate

: 184223-75-4
(3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-azetidin-2-one

: 184223-76-5
[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl ester

Guidance literature:: In toluene; Heating;
DOI:10.1016/0040-4039(96)01785-6

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

: 184223-76-5
[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / CDI

2: 1.) 10percent Pd/C, Et₃SiH; 3.) 2N NaOH / 2.) THF, -60 deg C; 3.) THF, 0 deg C

3: 92 percent / toluene / Heating

With triethylsilane; sodium hydroxide; palladium on activated charcoal; 1,1'-carbonyldiimidazole; In toluene;
DOI:10.1016/0040-4039(96)01785-6

Reference yield:

: 155933-04-3
2-{3-[1-(tert-butyldimethylsilyloxy)ethyl]-4-oxoazetidin-2-yl}thiopropionic acid ethyl ester

: 184223-76-5
[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-hydroxy-acetic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 10percent Pd/C, Et₃SiH; 3.) 2N NaOH / 2.) THF, -60 deg C; 3.) THF, 0 deg C

2: 92 percent / toluene / Heating

With triethylsilane; sodium hydroxide; palladium on activated charcoal; In toluene;
DOI:10.1016/0040-4039(96)01785-6