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

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Chemical Name:(1R,2R,3S,4S,6R)-4-Azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol
CAS No.:166376-52-9
Molecular Formula:C₂₈H₃₁N₃O₄
Molecular Weight:473.572
Hs Code.:

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

There total 4 articles about (1R,2R,3S,4S,6R)-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: 98.0%

: 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

: 166376-52-9
(1R,2R,3S,4S,6R)-4-Azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

Guidance literature:: With sodium methylate; In methanol; for 6h; Ambient temperature;
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

: 166376-52-9
(1R,2R,3S,4S,6R)-4-Azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 4 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

4: 98 percent / NaOMe / methanol / 6 h / Ambient temperature

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

Reference yield:

: 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

: 166376-52-9
(1R,2R,3S,4S,6R)-4-Azido-1,2-di-O-benzyl-6-<(benzyloxy)methyl>-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / tetrahydrofuran / 3 h / 80 °C

2: 98 percent / NaOMe / methanol / 6 h / Ambient temperature

With sodium methylate; In tetrahydrofuran; methanol;
DOI:10.1021/jo00121a065