(S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione

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Chemical Name:(S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione
CAS No.:1450899-47-4
Molecular Formula:C₂₈H₃₇NO₅Si
Molecular Weight:495.691
Hs Code.:

Synonyms:(S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione

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Chemical Property of (S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione

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Technology Process of (S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione

There total 3 articles about (S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione 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: 89.0%

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

: 1-(3-((tert-butyldimethylsilyl)oxy)phenyl)prop-2-en-1-one

: 1450899-47-4
(S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione

Guidance literature:: (3R)-3-propionyl-4-benzyloxazolidin-2-one; With titanium(IV) isopropylate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.583333h; Inert atmosphere;

1-(3-(tert-butyldimethylsilyloxy)phenyl)prop-2-en-1-one; In dichloromethane; at -5 ℃; for 0.583333h; Inert atmosphere;
DOI:10.1021/jo401248n

Reference yield:

: 96013-95-5
3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde

: 1450899-47-4
(S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 1.08 h / -10 °C / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; dichloromethane / 3.08 h / 0 - 20 °C / Inert atmosphere

3.1: titanium tetrachloride; titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.58 h / Inert atmosphere

3.2: 0.58 h / -5 °C / Inert atmosphere

With titanium(IV) isopropylate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo401248n

Reference yield:

: 1-(3-((tert-butyldimethylsilyl)oxy)phenyl)prop-2-en-1-ol

: 1450899-47-4
(S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-(3-(tertbutyldimethylsilyloxy)phenyl)-2-methylpentane-1,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide; dichloromethane / 3.08 h / 0 - 20 °C / Inert atmosphere

2.1: titanium tetrachloride; titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.58 h / Inert atmosphere

2.2: 0.58 h / -5 °C / Inert atmosphere

With titanium(IV) isopropylate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo401248n