(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran
CAS No.:185334-55-8
Molecular Formula:C₃₈H₄₁ClO₅
Molecular Weight:613.194
Hs Code.:

Synonyms:(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran

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Chemical Property of (2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran

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Technology Process of (2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran

There total 1 articles about (2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran 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: 64.0%

: 18388-03-9
2-chloromethyl-3-trimethylsilyl-1-propene

: 78153-79-4
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl fluoride

: 185334-55-8
(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran

Guidance literature:: With boron trifluoride diethyl etherate; In acetonitrile; at -30 ℃;
DOI:10.1016/j.tetlet.2003.09.212

Reference yield:

: 185334-55-8
(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran

: 1053695-02-5
(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-iodomethyl-allyl)-tetrahydro-pyran

Guidance literature:: With sodium iodide; In acetone;
DOI:10.1016/j.tetlet.2003.09.212

Reference yield:

: 185334-55-8
(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(2-chloromethyl-allyl)-tetrahydro-pyran

: 1053637-65-2
(S)-2-(Benzhydrylidene-amino)-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-pent-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaI / acetone

2: O-benzyl-N-(9-anthracenylmethyl)dihydrocinchonidinium Br; KOH / toluene; H₂O / 20 °C

With potassium hydroxide; O-benzyl-1-(9-anthracenylmethyl)dihydrocinchonidinium bromide; sodium iodide; In water; acetone; toluene;
DOI:10.1016/j.tetlet.2003.09.212