(1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol

Base Information

Chemical Name:(1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol
CAS No.:1319731-29-7
Molecular Formula:C₃₅H₃₇N₃O₅
Molecular Weight:579.696
Hs Code.:

Synonyms:(1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol

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Chemical Property of (1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol

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Technology Process of (1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol

There total 5 articles about (1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-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: 71.0%

: 1320336-58-0
(1R,2R,3S,4S,5R,6R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl )-7-oxabicyclo[4.1.0]heptane

: 1319731-29-7
(1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol

: 1319731-28-6
(1R,2S,3R,4S,5S,6S)-2-azido-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohexan-1-ol

Guidance literature:: With sodium azide; lithium perchlorate; In acetonitrile; at 20 - 80 ℃; Inert atmosphere;
DOI:10.1021/ja202610x

Reference yield:

: C₃₅H₃₆O₅

: 1319731-29-7
(1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol

: 1319731-28-6
(1R,2S,3R,4S,5S,6S)-2-azido-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohexan-1-ol

Guidance literature:: With sodium azide; lithium perchlorate; In acetonitrile; at 80 ℃; Overall yield = 73 %; Overall yield = 0.2 g; Inert atmosphere;
DOI:10.1021/ja507040n

Reference yield:

: 1319731-21-9
(3S,4S,5S,6R)-6-(hydroxymethyl)-3,4-dibenzyloxy-5-hydroxycyclohex-1-ene

: 1319731-29-7
(1R,2S,3S,4S,5S,6S)-2-azido-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)cyclohexan-1-ol

: 1319731-28-6
(1R,2S,3R,4S,5S,6S)-2-azido-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohexan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere

3: sodium azide; lithium perchlorate / acetonitrile / 80 °C / Inert atmosphere

With sodium azide; lithium perchlorate; tetra-(n-butyl)ammonium iodide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1002/ejoc.201402589