(2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester

Base Information

Chemical Name:(2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester
CAS No.:220569-33-5
Molecular Formula:C₃₀H₃₂N₂O₅
Molecular Weight:500.594
Hs Code.:

Synonyms:(2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester

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Chemical Property of (2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester

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Technology Process of (2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester

There total 4 articles about (2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl 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:

: (2S,4R)-4-Benzyl-2-tert-butyl-4-[2-((S)-1-methoxycarbonyl-3-phenyl-propylamino)-ethyl]-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

: 220569-33-5
(2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester

Guidance literature:: With benzotriazol-1-ol; In toluene; for 16h; Heating;
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

: 220569-33-5
(2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 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: 697 mg / 1-hydroxybenzotriazole / toluene / 16 h / Heating

With 4 A molecular sieve; sodium acetate; potassium hexamethylsilazane; sodium cyanoborohydride; sodium hydrogencarbonate; benzotriazol-1-ol; ozone; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Metallation / 1.2: Alkylation / 2.1: ozonolysis / 2.2: Reduction / 3.1: Alkylation / 4.1: Cyclization;
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

: 220569-33-5
(2S,3S)-2-(3-benzyl-3-benzyloxycarbonylamino-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

2: 697 mg / 1-hydroxybenzotriazole / toluene / 16 h / Heating

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