(1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol

Base Information

Chemical Name:(1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol
CAS No.:840524-56-3
Molecular Formula:C₂₂H₂₆N₆O₄
Molecular Weight:438.486
Hs Code.:

Synonyms:(1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol

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Chemical Property of (1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol

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Technology Process of (1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol

There total 8 articles about (1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-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:

: 755017-97-1
(1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-bromomethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol

: 840524-56-3
(1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol

Guidance literature:: With water; calcium carbonate; In 1,4-dioxane; for 10h; Heating;
DOI:10.1021/ja048936l

Reference yield:

: 6337-67-3
4,4'-bis(bromomethyl)bibenzyl

: 840524-56-3
(1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 40 percent / NaH; TBAI / dimethylformamide / 2 h / 20 °C

2: aq. acetic acid / dioxane / 10 h / 75 - 80 °C

3: 0.14 g / CaCO₃; water / dioxane / 10 h / Heating

With water; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; calcium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/ja048936l

Reference yield:

: 236115-61-0
[(1S,2S,3R,4S,6R)-2-acetoxy-4,6-diazido-3-hydroxy-cyclohexyl] acetate

: 840524-56-3
(1S,2R,3R,4S,6R)-4,6-Diazido-3-{4-[2-(4-hydroxymethyl-phenyl)-ethyl]-benzyloxy}-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / imidazole / dimethylformamide / 24 h / 20 °C

2: 93 percent / sodium methoxide / methanol / 5 h / 20 °C

3: 95 percent / p-toluenesulfonic acid / 10 h / 20 °C

4: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

5: 40 percent / NaH; TBAI / dimethylformamide / 2 h / 20 °C

6: aq. acetic acid / dioxane / 10 h / 75 - 80 °C

7: 0.14 g / CaCO₃; water / dioxane / 10 h / Heating

With 1H-imidazole; tetrabutyl ammonium fluoride; water; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; calcium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja048936l