(R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester

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Chemical Name:(R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester
CAS No.:135038-29-8
Molecular Formula:C₂₁H₃₀BrNO₄Si
Molecular Weight:468.463
Hs Code.:

Synonyms:(R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester

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Chemical Property of (R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester

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Technology Process of (R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester

There total 1 articles about (R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl 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: 80.0%

: 135038-18-5
(R)-2-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[1-(tert-butyl-dimethyl-silanyloxy)-vinyl]-4-oxo-azetidin-2-yl}-propionic acid benzyl ester

: 135038-29-8
(R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester

Guidance literature:: With bromine; In tetrahydrofuran; -78 deg C to room temp.;
DOI:10.1016/S0040-4039(00)74477-7

Reference yield: 88.0%

: 135038-29-8
(R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester

: (R)-2-[(2S,3S)-3-(2-Bromo-1-hydroxy-ethyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester

Guidance literature:: With sodium tetrahydroborate; In methanol; -78 deg C to room temp.;
DOI:10.1016/S0040-4039(00)74477-7

Reference yield:

: 135038-29-8
(R)-2-[(2S,3S)-3-(2-Bromo-acetyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propionic acid benzyl ester

: 135096-42-3
(R)-benzyl 2-((2S,3S)-3-((1S)-1-hydroxyethyl)-4-oxoazetidin-2-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / NaBH₄ / methanol / -78 deg C to room temp.

2: 80 percent / NaI / acetone / 2.5 h / Heating

3: 71 percent / aq. HCl / methanol / 1 h / Ambient temperature

4: HSnBu₃ / AIBN / toluene / 1 h / Heating

With hydrogenchloride; sodium tetrahydroborate; tri-n-butyl-tin hydride; sodium iodide; 2,2'-azobis(isobutyronitrile); In methanol; acetone; toluene;
DOI:10.1016/S0040-4039(00)74477-7