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

Base Information

Chemical Name:(2S,3R,4S,5R)-3,4,5-Triacetoxy-2--1-O-(tert-butyldimethylsilyl)hexan-1-ol
CAS No.:157037-47-3
Molecular Formula:C₃₁H₄₃NO₇Si
Molecular Weight:569.77
Hs Code.:

(2S,3R,4S,5R)-3,4,5-Triacetoxy-2-<N-(diphenylmethylene)amino>-1-O-(tert-butyldimethylsilyl)hexan-1-ol

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

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

There total 5 articles about (2S,3R,4S,5R)-3,4,5-Triacetoxy-2--1-O-(tert-butyldimethylsilyl)hexan-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:

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

: 157037-47-3
(2S,3R,4S,5R)-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

Reference yield:

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

: 157037-47-3
(2S,3R,4S,5R)-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; K₂OsO₂(OH)4 / H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

1.2: Na₂SO₃ / H₂O; 2-methyl-propan-2-ol / 0.33 h

2.1: 170 mg / pyridine; 4-(dimethylamino)pyridine / 3 h

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