(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol

Base Information

Chemical Name:(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol
CAS No.:130912-38-8
Molecular Formula:C₃₃H₃₄O₅
Molecular Weight:510.63
Hs Code.:

Synonyms:(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol

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Chemical Property of (2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol

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Technology Process of (2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol

There total 25 articles about (2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-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: 92.0%

: 591-50-4
iodobenzene

: potassium 1-(3,4,6-tri-O-benzyl-1-deoxy-α-D-glucopyranosyl)trifluoroborate

: 130912-38-8
(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol

: (2R,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol

Guidance literature:: With (1,2-dimethoxyethane)dichloronickel(II); [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; cesium fluoride; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; at 20 ℃; for 24h; stereoselective reaction; Inert atmosphere; Irradiation;
DOI:10.1021/acs.orglett.1c01035

Reference yield: 84.0%

: 74372-90-0
3,4,6-tri-O-benzyl-D-glucal epoxide

: 591-51-5
phenyllithium

: 130912-38-8
(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol

Guidance literature:: phenyllithium; With copper(l) iodide; In diethyl ether; hexane; at 0 ℃;

3,4,6-tri-O-benzyl-D-glucal epoxide; In diethyl ether; at 0 ℃; for 0.166667h;
DOI:10.1016/S0040-4020(02)00057-1

Reference yield: 81.0%

: 591-50-4
iodobenzene

: (3,4,6-tri-O-benzyl-β-D-glucopyranosyl)tri-n-butylstannane

: 130912-38-8
(2S,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-phenyltetrahydro-2H-pyran-3-ol

Guidance literature:: With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₅₁H₇₃O₂P; copper(l) chloride; In 1,4-dioxane; at 110 ℃; for 72h; Inert atmosphere;
DOI:10.1021/jacs.6b07891