(1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

Base Information

Chemical Name:(1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol
CAS No.:166376-51-8
Molecular Formula:C₃₀H₃₃N₃O₅
Molecular Weight:515.609
Hs Code.:

Synonyms:(1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

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Chemical Property of (1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

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Technology Process of (1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

There total 3 articles about (1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol 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: 89.0%

: 10534-59-5
tetrabutylammonium acetate

: 166376-50-7
(1R,2R,3R,4S,6R)-4-Azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-3-O-(trifluoromethylsulfonyl)-1,2,3-cyclohexanetriol

: 166376-51-8
(1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

Guidance literature:: In tetrahydrofuran; at 80 ℃; for 3h;
DOI:10.1021/jo00121a065

Reference yield:

: 151693-59-3
(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol

: 166376-51-8
(1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiN₃, 2.) aq. H₂SO₄ / 1.) DMF, 105 deg C, 2.5 h, 2.) THF, 50 deg C, 30 min

2: 96 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

3: 89 percent / tetrahydrofuran / 3 h / 80 °C

With pyridine; lithium azide; sulfuric acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00121a065

Reference yield:

: 166376-48-3
(1R,2R,3R,4S,6R)-4-Azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

: 166376-51-8
(1R,2R,3S,4S,6R)-3-O-Acetyl-4-azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 89 percent / tetrahydrofuran / 3 h / 80 °C

With pyridine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00121a065