(3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one

Base Information

Chemical Name:(3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one
CAS No.:867171-45-7
Molecular Formula:C₂₃H₃₄N₂O₅
Molecular Weight:418.533
Hs Code.:

Synonyms:(3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one

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Chemical Property of (3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one

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Technology Process of (3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one

There total 2 articles about (3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one 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: 93.0%

: C₁₈H₂₆N₂O₄

: lithium; 3-methyl-but-1-yn-1-olate

: 867171-45-7
(3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one

Guidance literature:: C₁₈H₂₆N₂O₄; lithium; 3-methyl-but-1-yn-1-olate; In tetrahydrofuran; pentane; at 0 ℃; for 1h;

With sodium hydrogencarbonate; In tetrahydrofuran; water; pentane; at 20 ℃;
DOI:10.1016/j.tetasy.2005.07.023

Reference yield: 43.0%

: C₁₈H₂₆N₂O₄

: lithium; 3-methyl-but-1-yn-1-olate

: 74-88-4
methyl iodide

: 2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropyl-4-methylisoxazolidin-5-one

: (3S,4S)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one

: 867171-45-7
(3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one

: 867171-51-5
(3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropyl-4-methylisoxazolidin-5-one

Guidance literature:: C₁₈H₂₆N₂O₄; lithium; 3-methyl-but-1-yn-1-olate; In tetrahydrofuran; pentane; at 0 ℃; for 1h;

methyl iodide; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; pentane; at 0 ℃; for 2h;
DOI:10.1016/j.tetasy.2005.07.023

Reference yield:

: 867171-45-7
(3S,4R)-2-benzyl-3-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-4-isopropylisoxazolidin-5-one

: 867171-62-8
(3R,4S)-1-benzyl-4-((R)-3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)-3-isopropylazetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen / Pd/C / methanol / 2 h / 20 °C / 3040 Torr

2: 99 percent / MsCl; Bu₄NHSO₄; KHCO₃ / H₂O; CHCl₃ / 0.5 h / 20 °C

3: 61 percent / sodium hydroxide; Bu₄NHSO₄ / H₂O; CH₂Cl₂ / 2 h / 20 °C

With sodium hydroxide; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; potassium hydrogencarbonate; methanesulfonyl chloride; palladium on activated charcoal; In methanol; dichloromethane; chloroform; water;
DOI:10.1016/j.tetasy.2005.07.023