(4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-2-one

Base Information

Chemical Name:(4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-2-one
CAS No.:1333430-90-2
Molecular Formula:C₂₅H₄₁NO₄Si
Molecular Weight:447.69
Hs Code.:

Synonyms:(4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-2-one

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Chemical Property of (4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-2-one

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Technology Process of (4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-2-one

There total 10 articles about (4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-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: 93.0%

: 1333430-89-9
(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoic acid

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 1333430-90-2
(4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-2-one

Guidance literature:: (4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoic acid; With pivaloyl chloride; triethylamine; In tetrahydrofuran; at -20 ℃; for 1h; Inert atmosphere;

(S)-4-Benzyl-2-oxazolidinone; With lithium chloride; In tetrahydrofuran; at -20 - 0 ℃; for 3h; Inert atmosphere;
DOI:10.1002/hlca.201300035

Reference yield:

: C₂₀H₄₀O₄Si

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 1333430-90-2
(4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-2-one

Guidance literature:: With lithium chloride; In tetrahydrofuran; at -20 - 0 ℃; for 3h; Inert atmosphere;
DOI:10.1002/ejoc.201100354

Reference yield:

: 147782-81-8
(2S,4R)-1-<(tert-Butyldimethylsilyl)oxy>-2,4-dimethylpentanal

: 1333430-90-2
(4S)-4-benzyl-3-{(4R,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethylheptanoyl}-1,3-oxazolan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 0 - 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate; water / methanol / 0 - 20 °C / Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: lithium chloride / tetrahydrofuran / 3 h / -20 - 0 °C / Inert atmosphere

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; lithium hydroxide monohydrate; water; triethylamine; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; 1.1: Wittig reaction;
DOI:10.1002/ejoc.201100354