(2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

Base Information

Chemical Name:(2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol
CAS No.:157037-46-2
Molecular Formula:C₂₇H₃₇NO₃Si
Molecular Weight:451.681
Hs Code.:

(2S,3S,4E)-3-Acetoxy-2-<N-(diphenylmethylene)amino>-1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

Synonyms:(2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

Suppliers and Price of (2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

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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 (2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

Chemical Property:

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Technology Process of (2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

There total 1 articles about (2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol 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: 95.0%

: 108-24-7
acetic anhydride

: 157037-45-1
(2S,3S,4E)-2--1-O-(tert-butyldimethylsilyl)-4-hexene-1,3-diol

: 157037-46-2
(2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

Guidance literature:: With pyridine; dmap; for 24h; Ambient temperature;
DOI:10.1021/jo00095a039

Reference yield:

: 157037-46-2
(2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

: Acetic acid (R)-1-[(S)-1-(benzhydrylidene-amino)-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,3-dihydroxy-butyl ester

Guidance literature:: (2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol; With methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In water; tert-butyl alcohol; at 20 ℃;

With sodium sulfite; In water; tert-butyl alcohol;
DOI:10.1021/jo9820115

Reference yield:

: 157037-46-2
(2S,3S,4E)-3-Acetoxy-2--1-O-(tert-butyldimethylsilyl)-4-hexen-1-ol

: (2S,3R,4R,5S)-3,4,5-Triacetoxy-2--1-O-(tert-butyldimethylsilyl)hexan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: K₃Fe(CN)6; K₂CO₃; CH₃SO₂NH₂ / K₂OsO₂(OH)4 / H₂O; 2-methyl-propan-2-ol / 20 °C

1.2: Na₂SO₃ / H₂O; 2-methyl-propan-2-ol

2.1: pyridine; 4-(dimethylamino)pyridine

With pyridine; dmap; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In water; tert-butyl alcohol; 1.1: osmylation / 1.2: Hydrolysis / 2.1: Acetylation;
DOI:10.1021/jo9820115