(1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol

Base Information

Chemical Name:(1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol
CAS No.:162879-86-9
Molecular Formula:C₃₁H₄₀O₆
Molecular Weight:508.655
Hs Code.:

Synonyms:(1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol

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Technology Process of (1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol

There total 4 articles about (1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol 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: 84.0%

: 4784-77-4,29576-14-5,39616-19-8
(E/Z)-crotyl bromide

: 162991-53-9
1D-5-O-allyl-3,6-di-O-benzyl-4-O-(but-2-enyl)-myo-inositol

: 162879-86-9
(1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol

Guidance literature:: With tetrabutylammomium bromide; di(n-butyl)tin oxide; In acetonitrile; for 2h; Heating;
DOI:10.1016/0008-6215(94)84005-9

Reference yield:

: 117307-15-0,173828-64-3
D-(+)-3,6-di-O-benzyl-1,2-O-isopropylidene-myo-inositol

: 162879-86-9
(1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / dibutyltin oxide, tetrabutylammonium bromide / 7 h / Heating

2: NaH / dimethylformamide

3: HCl / acetone / 1 h / Heating

4: 84 percent / dibutyltin oxide, tetrabutylammonium bromide / acetonitrile / 2 h / Heating

With hydrogenchloride; tetrabutylammomium bromide; sodium hydride; di(n-butyl)tin oxide; In N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/0008-6215(94)84005-9

Reference yield:

: 162991-51-7
(3aR,4R,5S,6S,7R,7aS)-6-Allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ol

: 162879-86-9
(1S,2S,3R,4S,5S,6R)-4-Allyloxy-2,5-bis-benzyloxy-3,6-bis-[((E)-but-2-enyl)oxy]-cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide

2: HCl / acetone / 1 h / Heating

3: 84 percent / dibutyltin oxide, tetrabutylammonium bromide / acetonitrile / 2 h / Heating

With hydrogenchloride; tetrabutylammomium bromide; sodium hydride; di(n-butyl)tin oxide; In N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/0008-6215(94)84005-9