(S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

Base Information

Chemical Name:(S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one
CAS No.:812649-71-1
Molecular Formula:C₂₅H₃₁NO₆
Molecular Weight:441.524
Hs Code.:

Synonyms:(S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

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Chemical Property of (S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

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Technology Process of (S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

There total 6 articles about (S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}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: 83.0%

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

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 812649-71-1
(S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

Guidance literature:: (S)-4-benzyl-3-propionyl-2-oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h;

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; In dichloromethane; at -78 - 0 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.09.150

Reference yield:

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

: 812649-71-1
(S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 1 h / 0 °C

2: 1.39 g / CH₂Cl₂ / 1 h / 0 °C

With triethylamine; In dichloromethane;
DOI:10.1055/s-2005-865302

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 812649-71-1
(S)-4-benzyl-3-{(2S,3R,4S)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentanoyl}oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: TfOH / diethyl ether / 0.75 h / 20 °C

2.1: LiAlH₄ / tetrahydrofuran / 0.5 h / 0 - 20 °C

3.1: DMSO; C₂O₂Cl₂ / CH₂Cl₂ / -78 °C

3.2: Et₃N / -78 - 0 °C

4.1: Bu₂BOTf / CH₂Cl₂ / 0.5 h / 0 °C

4.2: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4.3: 83 percent / CH₂Cl₂ / -78 - 0 °C

With lithium aluminium tetrahydride; oxalyl dichloride; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/j.tetlet.2004.09.150