(2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran
CAS No.:211630-40-9
Molecular Formula:C₃₃H₄₂O₈
Molecular Weight:566.692
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran

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Chemical Property of (2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran

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Technology Process of (2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran

There total 7 articles about (2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-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:

: 211630-38-5
(2R,3S)-3-Allyloxy-butane-1,2,4-triol

: 211630-40-9
(2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 41 percent / trifluoromethanesulfonyl anhydride, Et₃N, DMAP / acetonitrile / 72 h / Ambient temperature

2: 78 percent / TMSOTf, Et₃N / diethyl ether / 1.5 h / Ambient temperature

With dmap; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; triethylamine; In diethyl ether; acetonitrile;
DOI:10.1021/jo980925l

Reference yield:

: 211630-27-2
(3R,4S)-4-Allyloxy-tetrahydro-furan-3-ol

: 211630-40-9
(2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / TMSOTf, Et₃N / diethyl ether / 1.5 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In diethyl ether;
DOI:10.1021/jo980925l

Reference yield:

: 6-O-acetyl-3,4-di-O-allyl-2-O-benzyl-D-glucopyranose

: 211630-40-9
(2R,3R,4S,5R,6S)-3,4-Bis-allyloxy-6-((3R,4S)-4-allyloxy-tetrahydro-furan-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / DAST / CH₂Cl₂ / 2 h / 0 °C

2: 78 percent / TMSOTf, Et₃N / diethyl ether / 1.5 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In diethyl ether; dichloromethane;
DOI:10.1021/jo980925l