(1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol

Base Information

Chemical Name:(1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol
CAS No.:918800-42-7
Molecular Formula:C₁₂H₁₈N₁₂O₆
Molecular Weight:426.352
Hs Code.:

Synonyms:(1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol

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Chemical Property of (1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol

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Technology Process of (1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol

There total 6 articles about (1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol 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: 60.0%

: 918800-30-3
C₂₄H₃₄N₁₂O₆

: 918800-42-7
(1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol

Guidance literature:: With acetic acid; In 1,4-dioxane; at 75 ℃;
DOI:10.1016/j.bmcl.2006.09.013

Reference yield:

: 534-47-4,11030-86-7
Paromamine

: 918800-42-7
(1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / trifluoromethanesulfonyl azide; Et₃N; CuSO₄ / CH₂Cl₂; methanol; H₂O

2: 67 percent / camphor sulfonic acid / dimethylformamide / 110 °C

3: 92 percent / pyridine

4: 72 percent / NaN₃ / dimethylformamide; hexamethylphosphoric acid triamide

5: 60 percent / aq. AcOH / dioxane / 75 °C

With pyridine; sodium azide; triflic azide; camphor-10-sulfonic acid; copper(II) sulfate; acetic acid; triethylamine; In 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.09.013

Reference yield:

: 289505-10-8
(2R,3S,4R,5R,6S)-5-azido-6-(((1R,2R,3S,4R,6S)-4, 6-diazido-2,3-dihydroxycyclohexyl)oxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol

: 918800-42-7
(1S,2R,3R,4S,6R)-4,6-Diazido-3-((2S,3R,4S,5S,6R)-3,4-diazido-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / camphor sulfonic acid / dimethylformamide / 110 °C

2: 92 percent / pyridine

3: 72 percent / NaN₃ / dimethylformamide; hexamethylphosphoric acid triamide

4: 60 percent / aq. AcOH / dioxane / 75 °C

With pyridine; sodium azide; camphor-10-sulfonic acid; acetic acid; In 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.09.013