(R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one

Base Information

Chemical Name:(R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one
CAS No.:944154-95-4
Molecular Formula:C₂₃H₃₅NO₄Si
Molecular Weight:417.621
Hs Code.:

Synonyms:(R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one

Suppliers and Price of (R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one

There total 2 articles about (R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) 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: 90.0%

: 944154-86-3
(R)-4-benzyl-3-((2R,3S)-3-hydroxy-2-methylhex-5-enoyl)oxazolidin-2-one

: 69739-34-0
t-butyldimethylsiyl triflate

: 944154-95-4
(R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one

Guidance literature:: With N,N-diethyl-N-isopropylamine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/j.tetlet.2007.04.069

Reference yield:

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

: 944154-95-4
(R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / TiCl₄; (-)-sparteine / CH₂Cl₂ / 0.5 h / 0 °C

2: 90 percent / DEIA / CH₂Cl₂ / 2 h / 0 °C

With N,N-diethyl-N-isopropylamine; titanium tetrachloride; (-)-sparteine; In dichloromethane; 1: Evans' aldol reaction;
DOI:10.1016/j.tetlet.2007.04.069

Reference yield:

: 944154-95-4
(R)-4-benzyl-3-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enoyl) oxazolidin-2-one

: 944154-87-4
(2S,3S)-3-(tert-butyldimethylsilyloxy)-2-methylhex-5-enyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaBH₄ / tetrahydrofuran; H₂O / 40 h / 0 - 20 °C

2: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 0 - 20 °C

With dmap; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2007.04.069