(Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

Base Information

Chemical Name:(Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran
CAS No.:389121-75-9
Molecular Formula:C₃₇H₃₈O₅
Molecular Weight:562.706
Hs Code.:

Synonyms:(Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

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Chemical Property of (Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

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Technology Process of (Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

There total 4 articles about (Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran 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: 85.0%

: 178458-05-4
5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranose

: 389121-75-9
(Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

Guidance literature:: With trifluoroacetic anhydride; In pyridine;
DOI:10.1016/S0040-4039(01)01427-7

Reference yield: 53.0%

: 178458-05-4
5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranose

: 762-72-1
allyl-trimethyl-silane

: 389121-75-9
(Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

: (3R,4S,5R,6R)-2,2-diallyl-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

Guidance literature:: With calcium sulfate; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetonitrile; at -78 ℃; for 3h;
DOI:10.1055/s-2007-983882

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 389121-75-9
(Z)-(3R,4S,5R,6R)-2-allylidene-3,4,5-tris(benzyloxy)-6-(benzyloxy)methyltetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / (CF₃CO)2O / pyridine

With trifluoroacetic anhydride; In pyridine;
DOI:10.1016/S0040-4039(01)01427-7