(1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol

Base Information

Chemical Name:(1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol
CAS No.:1174754-22-3
Molecular Formula:C₁₃H₁₆O₄
Molecular Weight:236.268
Hs Code.:

Synonyms:(1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol

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Chemical Property of (1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol

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Technology Process of (1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol

There total 1 articles about (1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-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: 85.0%

: 1174754-24-5
(1R,2R,4S,6S)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo[4.1.0]-heptan-5-one

: 1174754-22-3
(1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol

Guidance literature:: (1R,2R,4S,6S)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo[4.1.0]-heptan-5-one; With cerium(III) chloride; In methanol; dichloromethane; at -78 - -20 ℃; for 4h; Inert atmosphere;

With sodium hydrogencarbonate; In methanol; dichloromethane; water; diastereoselective reaction;
DOI:10.1021/jo9009722

Reference yield: 98.0%

: 1174754-22-3
(1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol

: 1174754-27-8
(2R,3S,4S,5S,6S)-2-(benzyloxy)-4-bromo-6-methyltetrahydro-2H-pyran-3,5-diol

Guidance literature:: With magnesium bromide ethyl etherate; acetic acid; at 20 ℃; for 1h; regioselective reaction; Inert atmosphere;
DOI:10.1021/jo9009722

Reference yield: 85.0%

: 1174754-22-3
(1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol

: 1174754-26-7
(2R,3R,5R,6S)-2-(benzyloxy)-6-methyltetrahydro-2H-pyran-3,5-diol

Guidance literature:: (1R,2R,4S,5S,6R)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo-[4.1.0]heptan-5-ol; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With water; In tetrahydrofuran; regioselective reaction;
DOI:10.1021/jo9009722