(S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)oxazolidin-2-one

Base Information

Chemical Name:(S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)oxazolidin-2-one
CAS No.:1123785-27-2
Molecular Formula:C₂₆H₃₃NO₅
Molecular Weight:439.552
Hs Code.:

Synonyms:(S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)oxazolidin-2-one

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Chemical Property of (S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)oxazolidin-2-one

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Technology Process of (S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)oxazolidin-2-one

There total 3 articles about (S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)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: 75.0%

: 131685-53-5,101711-78-8
(S)-4-benzyl-3-propionyl-2-oxazolidinone

: 180692-68-6
(S)-5-(phenylmethoxy)-4-methylpentanal

: 1123785-27-2
(S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)oxazolidin-2-one

Guidance literature:: (S)-4-benzyl-3-propionyl-2-oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;

(S)-5-(phenylmethoxy)-4-methylpentanal; In dichloromethane; at -78 ℃; for 7h; diastereoselective reaction;
DOI:10.1016/j.tetlet.2008.11.088

Reference yield:

: 887706-39-0
(S)-5-(benzyloxy)-4-methylpentan-1-ol

: 1123785-27-2
(S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

2.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C

2.2: 0.5 h / 0 °C

2.3: 1 h / 0 °C

With di-n-butylboryl trifluoromethanesulfonate; Dess-Martin periodane; In dichloromethane; 2.1: |Evans Aldol Reaction / 2.2: |Evans Aldol Reaction;
DOI:10.1016/j.tetasy.2012.07.006

Reference yield:

: 100-39-0
benzyl bromide

: 1123785-27-2
(S)-4-benzyl-3-((2S,3R,6S)-7-(benzyloxy)-3-hydroxy-2,6-dimethylheptanoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: dimethylsulfide borane complex / tetrahydrofuran / 5 h / 0 °C

2.2: 16 h / 20 °C

3.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

4.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C

4.2: 0.5 h / 0 °C

4.3: 1 h / 0 °C

With dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 4.1: |Evans Aldol Reaction / 4.2: |Evans Aldol Reaction;
DOI:10.1016/j.tetasy.2012.07.006