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

Base Information

Chemical Name:(R)-benzyl 2-((2S,3S)-3-((1S)-1-hydroxyethyl)-4-oxoazetidin-2-yl)propanoate
CAS No.:135096-42-3
Molecular Formula:C₁₅H₁₉NO₄
Molecular Weight:277.32
Hs Code.:

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

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Chemical Property of (R)-benzyl 2-((2S,3S)-3-((1S)-1-hydroxyethyl)-4-oxoazetidin-2-yl)propanoate

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Technology Process of (R)-benzyl 2-((2S,3S)-3-((1S)-1-hydroxyethyl)-4-oxoazetidin-2-yl)propanoate

There total 10 articles about (R)-benzyl 2-((2S,3S)-3-((1S)-1-hydroxyethyl)-4-oxoazetidin-2-yl)propanoate 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: 88.1%

: (R)-benzyl 2-((2S,3S)-3-((S)-1-(formyloxy)ethyl)-4-oxoazetidin-2-yl)propanoate

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

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; Cooling with ice;

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

Reference yield:

: (R)-2-[(2S,3S)-3-(2-Bromo-1-hydroxy-ethyl)-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 3 steps

1: 80 percent / NaI / acetone / 2.5 h / Heating

2: 71 percent / aq. HCl / methanol / 1 h / Ambient temperature

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

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