(2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

Base Information

Chemical Name:(2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate
CAS No.:130793-34-9
Molecular Formula:C₁₅H₁₇BrN₄O₄
Molecular Weight:397.228
Hs Code.:

Synonyms:(2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

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Technology Process of (2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

There total 5 articles about (2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate 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%

: threo-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

: (2R,3S)-5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valeric acid

: 130793-34-9
(2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

Guidance literature:: With sodium hydroxide; In water; at 36 ℃; protease subtilisin Carlsberg (EC 3.4.21.14), (pH 6.5);
DOI:10.1039/P19900001513

Reference yield:

: 114342-03-9
benzyl (2-oxo-azetidin-1-yl)acetate

: 130793-34-9
(2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / sodium hydrogen carbonate, hydrogen / 10percent Pd/C / ethanol; H₂O / 0.75 h / Ambient temperature

2: 76 percent / dimethylformamide / 18 h / Ambient temperature

4: 92 percent / NaOH (1M) / H₂O / 36 °C / protease subtilisin Carlsberg (EC 3.4.21.14), (pH 6.5)

With sodium hydroxide; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1039/P19900001513

Reference yield:

: 130676-99-2
benzyl (3-bromopropionamido)acetate

: 130793-34-9
(2S,3R)-4-bromobenzyl 5-azido-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

Guidance literature:: Multi-step reaction with 5 steps

1: 38 percent / potassium hydroxide, tetrabutylammonium bromide / CH₂Cl₂; acetonitrile / 0.5 h

2: 95 percent / sodium hydrogen carbonate, hydrogen / 10percent Pd/C / ethanol; H₂O / 0.75 h / Ambient temperature

3: 76 percent / dimethylformamide / 18 h / Ambient temperature

5: 92 percent / NaOH (1M) / H₂O / 36 °C / protease subtilisin Carlsberg (EC 3.4.21.14), (pH 6.5)

With potassium hydroxide; sodium hydroxide; tetrabutylammomium bromide; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/P19900001513