(2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol

Base Information

Chemical Name:(2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol
CAS No.:140386-67-0
Molecular Formula:C₃₂H₄₀O₇
Molecular Weight:536.665
Hs Code.:

Synonyms:(2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol

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Chemical Property of (2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol

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Technology Process of (2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol

There total 2 articles about (2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol 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: 87.0%

: 107-30-2
chloromethyl methyl ether

: 140201-51-0,140386-66-9
(2R,3S,4S,5R/S)-2,3,4-Tri-O-benzyl-6-heptene-1,2,3,4,5-pentol

: 140386-67-0
(2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol

: 140201-52-1
(2R,3S,4R,5R)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 24h;
DOI:10.1021/jo00037a043

Reference yield:

: 18039-26-4,20787-16-0,20787-21-7,77943-32-9,77943-33-0,89615-43-0,89615-44-1,90899-55-1
2,3,4-tri-O-benzyl-D-xylopyranose

: 140386-67-0
(2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / tetrahydrofuran / 48 h / Ambient temperature

2: 11 percent / N-ethyldiisopropylamine / CH₂Cl₂ / 24 h

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00037a043

Reference yield:

: 140386-67-0
(2R,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)-6-heptene-1,2,3,4,5-pentol

: 140201-55-4
(2S,3S,4R,5S)-2,3,4-Tri-O-benzyl-1,5-bis-O-(methoxymethyl)hexane-1,2,3,4,5,6-hexol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) ozone, 2.) PPh₃ / 1.) CH₂Cl₂, 2.) a) -78 deg C, 1 h, b) r.t., 2h

2: LiAlH₄ / diethyl ether / 7 h / Ambient temperature

With lithium aluminium tetrahydride; ozone; triphenylphosphine; In diethyl ether;
DOI:10.1021/jo00037a043