(R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-one

Base Information

Chemical Name:(R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-one
CAS No.:1312135-98-0
Molecular Formula:C₁₉H₂₅NO₅
Molecular Weight:347.411
Hs Code.:

Synonyms:(R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-one

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Chemical Property of (R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-one

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Technology Process of (R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-one

There total 4 articles about (R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-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: 92.0%

: 1312136-34-7
(R)-4-benzyl-3-(3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-propanoyl)oxazolidin-2-one

: 74-88-4
methyl iodide

: 1312135-98-0
(R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-one

Guidance literature:: (R)-4-benzyl-3-(3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-propanoyl)oxazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -40 - -20 ℃; for 4h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol201547q

Reference yield:

: C₁₃H₂₂O₅

: 1312135-98-0
(R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium chloride / tetrahydrofuran / 20 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -40 °C / Inert atmosphere

2.2: 4 h / -40 - -20 °C / Inert atmosphere

With lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ol201547q

Reference yield:

: 91274-05-4
(2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol

: 1312135-98-0
(R)-4-benzyl-3-((R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpropanoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium periodate / dichloromethane; water / 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: dichloromethane; water / 0 - 20 °C / Inert atmosphere

3.1: hydrogen / ethanol / 20 °C

4.1: lithium hydroxide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

4.2: pH 4 / Inert atmosphere

5.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

6.1: lithium chloride / tetrahydrofuran / 20 °C / Inert atmosphere

7.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -40 °C / Inert atmosphere

7.2: 4 h / -40 - -20 °C / Inert atmosphere

With sodium periodate; hydrogen; triethylamine; lithium chloride; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; water; 2.1: Wittig reaction;
DOI:10.1021/ol201547q