allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

Base Information

Chemical Name:allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside
CAS No.:833489-22-8
Molecular Formula:C₃₁H₃₃F₃O₈S
Molecular Weight:622.659
Hs Code.:

Synonyms:allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

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Chemical Property of allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

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Technology Process of allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

There total 2 articles about allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside 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: 79.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 93451-42-4
allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 833489-22-8
allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -40 ℃; for 2h;
DOI:10.1021/ol0479444

Reference yield:

: 34212-64-1,641635-63-4
methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 833489-22-8
allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / HCl / 6 h / 60 °C

2: 79 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 2 h / -40 °C

With hydrogenchloride; 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane;
DOI:10.1021/ol0479444

Reference yield: 77.0%

: 833489-22-8
allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside

: 160549-11-1
3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose

: 1095377-32-4
C₅₇H₆₂O₁₀

Guidance literature:: 3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose; With sodium hydride; In 1,4-dioxane; mineral oil; at 23 ℃; for 0.166667h;

allyl 2,3,4-tri-O-benzyl-6-O-trifluoromethanesulfonyl-α-D-mannopyranoside; In 1,4-dioxane; mineral oil; at 23 ℃; for 24h; optical yield given as %de; stereoselective reaction;
DOI:10.1021/ol8022006