(2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester

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Chemical Name:(2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester
CAS No.:220569-31-3
Molecular Formula:C₂₂H₂₆N₂O₄
Molecular Weight:382.459
Hs Code.:

Synonyms:(2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester

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Chemical Property of (2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester

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Technology Process of (2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester

There total 5 articles about (2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic 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: 79.0%

: 117162-07-9
(2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-propionic acid methyl ester

: 220569-31-3
(2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester

Guidance literature:: With sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; ethanol; at -5 - 25 ℃;
DOI:10.1016/S0968-0896(98)80022-9

Reference yield:

: 191980-50-4
(2S,4S)-4-benzyl-2-tert-butyl-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

: 220569-31-3
(2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0.5 h / -78 °C

1.2: 77 percent / tetrahydrofuran; toluene / 16 h / -78 - 25 °C

2.1: ozone; NaHCO₃ / CH₂Cl₂; methanol / -78 °C

2.2: 95 percent / Me₂S / CH₂Cl₂; methanol / -78 - 25 °C

3.1: NaOAc; 4 Angstroem molecular sieves; NaCNBH₃ / methanol / 25 °C

4.1: 610 mg / 1-hydroxybenzotriazole / toluene / 16 h / Heating

5.1: 79 percent / NaBH₄; CaCl₂ / ethanol; tetrahydrofuran / -5 - 25 °C

With sodium tetrahydroborate; 4 A molecular sieve; sodium acetate; potassium hexamethylsilazane; sodium cyanoborohydride; sodium hydrogencarbonate; benzotriazol-1-ol; ozone; calcium chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; 1.1: Metallation / 1.2: Alkylation / 2.1: ozonolysis / 2.2: Reduction / 3.1: Alkylation / 4.1: Cyclization / 5.1: Reduction;
DOI:10.1016/S0968-0896(98)80022-9

Reference yield:

: 220569-30-2
(2S,4R)-4-benzyl-2-tert-butyl-5-oxo-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid benzyl ester

: 220569-31-3
(2S,3S)-[3-benzyl-1-(2-hydroxy-1-methyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaOAc; 4 Angstroem molecular sieves; NaCNBH₃ / methanol / 25 °C

2: 610 mg / 1-hydroxybenzotriazole / toluene / 16 h / Heating

3: 79 percent / NaBH₄; CaCl₂ / ethanol; tetrahydrofuran / -5 - 25 °C

With sodium tetrahydroborate; 4 A molecular sieve; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; calcium chloride; In tetrahydrofuran; methanol; ethanol; toluene; 1: Alkylation / 2: Cyclization / 3: Reduction;
DOI:10.1016/S0968-0896(98)80022-9