(2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol

Base Information

Chemical Name:(2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol
CAS No.:175468-22-1
Molecular Formula:C₂₀H₃₂O₄Si
Molecular Weight:364.557
Hs Code.:

Synonyms:(2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol

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Chemical Property of (2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol

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Technology Process of (2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol

There total 5 articles about (2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol 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: 86.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: Benzoic acid (S)-3-((S)-1,2-dihydroxy-ethyl)-pent-4-enyl ester

: 175468-22-1
(2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 0 ℃; for 12h;
DOI:10.1055/s-1996-4162

Reference yield:

: 98-88-4
benzoyl chloride

: 175468-22-1
(2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / pyridine, DMAP / 8 h / Ambient temperature

2: 98 percent / aq. AcOH / 12 h / Ambient temperature

3: 86 percent / imidazole / tetrahydrofuran / 12 h / 0 °C

With pyridine; 1H-imidazole; dmap; acetic acid; In tetrahydrofuran;
DOI:10.1055/s-1996-4162

Reference yield:

: 175468-06-1
(2S,3S)-5-O-benzoyl-1,2-O-isopropylidene-3-vinylpentane-1,2,5-triol

: 175468-22-1
(2S,3S)-5-O-benzoyl-1-O-tert-butyldimethylsilyl-3-vinylpentane-1,2,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / aq. AcOH / 12 h / Ambient temperature

2: 86 percent / imidazole / tetrahydrofuran / 12 h / 0 °C

With 1H-imidazole; acetic acid; In tetrahydrofuran;
DOI:10.1055/s-1996-4162