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

Base Information

Chemical Name:(1R,2R,3S,4S,5R,6R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl )-7-oxabicyclo[4.1.0]heptane
CAS No.:1320336-58-0
Molecular Formula:C₃₅H₃₆O₅
Molecular Weight:536.668
Hs Code.:

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

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Chemical Property of (1R,2R,3S,4S,5R,6R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl )-7-oxabicyclo[4.1.0]heptane

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Technology Process of (1R,2R,3S,4S,5R,6R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl )-7-oxabicyclo[4.1.0]heptane

There total 5 articles about (1R,2R,3S,4S,5R,6R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl )-7-oxabicyclo[4.1.0]heptane 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: 63.0%

: 1319731-18-4
(3S,4R,5S,6R)-6-(benzyloxymethyl)-3,4,5-(tribenzyloxy)cyclohex-1-ene

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

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

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/ja507040n

Reference yield:

: C₄₇H₅₄O₁₂

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

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ja202610x

Reference yield:

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

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

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

Guidance literature:: Multi-step reaction with 2 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

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