(2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate

Base Information

Chemical Name:(2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate
CAS No.:1393927-36-0
Molecular Formula:C₂₆H₃₂O₅Si
Molecular Weight:452.623
Hs Code.:

Synonyms:(2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate

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Chemical Property of (2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate

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Technology Process of (2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate

There total 9 articles about (2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate 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: 69.0%

: 1393927-35-9
(3S,4S,6R)-6-(acetyloxy)-4-{[(tert-butyl)diphenylsilyl]oxy}hept-1-en-3-yl acrylate

: 1393927-36-0
(2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 50 ℃; for 6h; Inert atmosphere; Reflux;
DOI:10.1002/hlca.201100512

Reference yield:

: 1393927-33-7
(2R,4S)-5-{[(tert-butyl)dimethylsilyl]oxy}-4-{[(tert-butyl)diphenylsilyl]oxy}pentan-2-yl acetate

: 1393927-36-0
(2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium p-toluenesulfonate / methanol / 12 h / 0 - 20 °C

2.1: pyridinium chlorochromate / dichloromethane / 5 h / 20 °C

3.1: magnesium bromide ethyl etherate / dichloromethane / 1 h

3.2: 12.25 h / -20 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h / 0 °C / Inert atmosphere

5.1: Grubbs catalyst first generation / dichloromethane / 6 h / 50 °C / Inert atmosphere; Reflux

With Grubbs catalyst first generation; pyridinium p-toluenesulfonate; magnesium bromide ethyl etherate; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In methanol; dichloromethane;
DOI:10.1002/hlca.201100512

Reference yield:

: 1393927-38-2
C₂₃H₃₀O₄Si

: 1393927-36-0
(2R,4S)-4-{[(tert-butyl)diphenylsilyl]oxy}-4-[(2S)-2,5-dihydro-5-oxo-furan-2-yl]butan-2-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium bromide ethyl etherate / dichloromethane / 1 h

1.2: 12.25 h / -20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h / 0 °C / Inert atmosphere

3.1: Grubbs catalyst first generation / dichloromethane / 6 h / 50 °C / Inert atmosphere; Reflux

With Grubbs catalyst first generation; magnesium bromide ethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1002/hlca.201100512