(1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene

Base Information

Chemical Name:(1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene
CAS No.:114779-28-1
Molecular Formula:C₂₈H₂₈O₄
Molecular Weight:428.528
Hs Code.:

Synonyms:(1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene

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Chemical Property of (1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene

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Technology Process of (1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene

There total 29 articles about (1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene 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: 92.0%

: 100-39-0
benzyl bromide

: 119066-23-8
(1R,3R,6R,9S,10S)-9,10-dihydroxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene

: 114779-28-1
(1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; 0 deg C, 30 min, 0 deg C, 1.5 h;
DOI:10.1039/P19880002675

Reference yield: 64.0%

: 2,3-di-O-benzyl-4,6-O-benzylidene-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

: 162119-26-8
2,3,4,6-tetra-O-benzyl-5a-carba-β-D-glucopyranose

: 2,3-di-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-glucopyranosyl-(1→1)-2,3,4,6-tetra-O-benzyl-5a-carba-β-D-glucopyranoside

: 114779-28-1
(1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene

Guidance literature:: 2,3,4,6-tetra-O-benzyl-5a-carba-β-D-glucopyranose; With 15-crown-5; sodium hydride; In tetrahydrofuran; for 0.5h; Inert atmosphere;

2,3-di-O-benzyl-4,6-O-benzylidene-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose; In tetrahydrofuran; at 0 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.bmc.2018.12.027

Reference yield: 55.0%

: 2,3-di-O-benzyl-4,6-O-benzylidene-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose

: 1,2,3,4-tetra-O-benzyl-5a-carba-β-D-glucopyranose

: 2,3-di-O-benzyl-4,6-O-benzylidene-5a-carba-α-D-glucopyranosyl-(1→6)-1,2,3,4-tetra-O-benzyl-5a-carba-β-D-glucopyranoside

: 114779-28-1
(1R,3R,6R,9S,10S)-9,10-dibenzyloxy-3-phenyl-2,4-dioxabicyclo<4.4.0>dec-7-ene

Guidance literature:: 1,2,3,4-tetra-O-benzyl-5a-carba-β-D-glucopyranose; With 15-crown-5; sodium hydride; In tetrahydrofuran; for 0.5h; Inert atmosphere;

2,3-di-O-benzyl-4,6-O-benzylidene-1-O-trifluoromethanesulfonyl-5a-carba-β-D-glucopyranose; In tetrahydrofuran; at 0 ℃; for 19h; Inert atmosphere;
DOI:10.1016/j.bmc.2018.12.027