(2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate

Base Information

Chemical Name:(2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate
CAS No.:1501971-59-0
Molecular Formula:C₂₅H₃₁NO₆S
Molecular Weight:473.59
Hs Code.:

Synonyms:(2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate

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Chemical Property of (2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate

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Technology Process of (2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate

There total 11 articles about (2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate 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: 83.0%

: 1501971-58-9
(4R)-4-benzyl-3-((2R,3S,4R)-3-hydroxy-2,4-dimethylhexanoyl)oxazolidin-2-one

: 98-59-9
p-toluenesulfonyl chloride

: 1501971-59-0
(2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate

Guidance literature:: With dmap; In pyridine; at 0 - 20 ℃; for 24.5h; Inert atmosphere;
DOI:10.1021/ol402820d

Reference yield:

: 474828-48-3
(R)-4-benzyl-3-((R)-2-methylbutanoyl) oxazolidin-2-one

: 1501971-59-0
(2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium borohydride / methanol; diethyl ether / 2 h / -20 - 0 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: dichloromethane / -78 - 0 °C / Inert atmosphere

4.1: dmap / pyridine / 24.5 h / 0 - 20 °C / Inert atmosphere

With dmap; lithium borohydride; oxalyl dichloride; dimethyl sulfoxide; In pyridine; methanol; diethyl ether; dichloromethane; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation / 3.1: |Evans Aldol Reaction;
DOI:10.1021/ol402820d

Reference yield:

: 111292-87-6,112459-79-7,143097-11-4
(R)-3-(1-butyryl)-4-benzyloxazolidine-2-one

: 1501971-59-0
(2R,3S,4R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2,4-dimethyl-1-oxohexan-3-yl-4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: lithium borohydride / methanol; diethyl ether / 2 h / -20 - 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

5.1: dichloromethane / -78 - 0 °C / Inert atmosphere

6.1: dmap / pyridine / 24.5 h / 0 - 20 °C / Inert atmosphere

With dmap; lithium borohydride; n-butyllithium; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; 5.1: |Evans Aldol Reaction;
DOI:10.1021/ol402820d