(R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-oxazolidin-2-one

Base Information

Chemical Name:(R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-oxazolidin-2-one
CAS No.:1352810-66-2
Molecular Formula:C₁₇H₂₃NO₆
Molecular Weight:337.373
Hs Code.:

Synonyms:(R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-oxazolidin-2-one

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Chemical Property of (R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-oxazolidin-2-one

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Technology Process of (R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-oxazolidin-2-one

There total 1 articles about (R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-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: 90.0%

: 51673-84-8
dimethoxyacetaldehyde

: 101711-78-8,131685-53-5
(3R)-3-propionyl-4-benzyloxazolidin-2-one

: 1352810-66-2
(R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-oxazolidin-2-one

Guidance literature:: (3R)-3-propionyl-4-benzyloxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 - 0 ℃; for 1h;

dimethoxyacetaldehyde; In dichloromethane; at -78 - 0 ℃; for 2h;

Reference yield: 91.0%

: 1352810-66-2
(R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-oxazolidin-2-one

: 100-39-0
benzyl bromide

: 1333067-66-5
C₂₄H₂₉NO₆

Guidance literature:: With silver(l) oxide; In dichloromethane; at 20 ℃; for 48h; Molecular sieve; Inert atmosphere; Darkness;

Reference yield:

: 1352810-66-2
(R)-4-benzyl-3-((2R,3R)-3-hydroxy-4,4-dimethoxy-2-methylbutanoyl)-oxazolidin-2-one

: C₂₆H₃₆O₇

Guidance literature:: Multi-step reaction with 9 steps

1.1: silver(l) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere; Molecular sieve; Darkness

2.1: trifluoroacetic acid / water; acetic acid / 3.5 h / 20 °C / Inert atmosphere

3.1: n-butyllithium; zinc dibromide / diethyl ether / -78 °C / Inert atmosphere

3.2: 6 h / 0 °C / Inert atmosphere

4.1: trifluoroacetic acid / water; acetic acid / 14 h / 20 °C / Inert atmosphere

5.1: tetrahydrofuran; diethyl ether / -78 °C / Inert atmosphere

5.2: -78 - -20 °C / Inert atmosphere

6.1: triethylamine / diethyl ether / 0 - 20 °C / Inert atmosphere

6.2: -20 - 20 °C / Inert atmosphere

7.1: trifluoroacetic acid / water; acetic acid / 8 h / 20 °C / Inert atmosphere

8.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 6 h / 20 °C / Inert atmosphere

8.2: 2 h / 80 °C / Inert atmosphere

9.1: osmium(VIII) oxide / water; tert-butyl alcohol / 4 h / 20 °C / Inert atmosphere

With osmium(VIII) oxide; n-butyllithium; 2,4,6-trichlorobenzoyl chloride; triethylamine; trifluoroacetic acid; silver(l) oxide; zinc dibromide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; toluene; tert-butyl alcohol;
DOI:10.1021/ja207496p