(2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric acid methyl ester

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Chemical Name:(2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric acid methyl ester
CAS No.:220569-42-6
Molecular Formula:C₂₈H₃₀N₂O₅S
Molecular Weight:506.623
Hs Code.:

Synonyms:(2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric acid methyl ester

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Chemical Property of (2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric acid methyl ester

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Technology Process of (2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric acid methyl ester

There total 6 articles about (2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric 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: 80.0%

: 98-09-9
benzenesulfonyl chloride

: 220569-40-4
(S)-2-((R)-3-Amino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenyl-butyric acid methyl ester

: 220569-42-6
(2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric acid methyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 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

: 220569-42-6
(2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 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

5.1: 91 percent / hydrogen / Pd/C / ethanol

6.1: 80 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 25 °C

With pyridine; dmap; 4 A molecular sieve; hydrogen; sodium acetate; potassium hexamethylsilazane; sodium cyanoborohydride; sodium hydrogencarbonate; benzotriazol-1-ol; ozone; palladium on activated charcoal; 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: Hydrogenolysis / 6.1: Substitution;
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

: 220569-42-6
(2S,3S)-2-(3-benzenesulfonylamino-3-benzyl-2-oxo-pyrrolidin-1-yl)-4-phenylbutyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 91 percent / hydrogen / Pd/C / ethanol

4: 80 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 25 °C

With pyridine; dmap; 4 A molecular sieve; hydrogen; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; palladium on activated charcoal; In methanol; ethanol; dichloromethane; toluene; 1: Alkylation / 2: Cyclization / 3: Hydrogenolysis / 4: Substitution;
DOI:10.1016/S0968-0896(98)80022-9