<(1R)-(1,3/2,6)-6-acetoxymethyl-2,3-dibenzyloxycyclohex-4-enyl>-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Base Information

Chemical Name:<(1R)-(1,3/2,6)-6-acetoxymethyl-2,3-dibenzyloxycyclohex-4-enyl>-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
CAS No.:114779-30-5
Molecular Formula:C₃₇H₄₄O₁₄
Molecular Weight:712.748
Hs Code.:

Synonyms:<(1R)-(1,3/2,6)-6-acetoxymethyl-2,3-dibenzyloxycyclohex-4-enyl>-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

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Chemical Property of <(1R)-(1,3/2,6)-6-acetoxymethyl-2,3-dibenzyloxycyclohex-4-enyl>-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

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Technology Process of <(1R)-(1,3/2,6)-6-acetoxymethyl-2,3-dibenzyloxycyclohex-4-enyl>-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

There total 2 articles about <(1R)-(1,3/2,6)-6-acetoxymethyl-2,3-dibenzyloxycyclohex-4-enyl>-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 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: 87.0%

: 114779-29-2
(1S)-(1,3/2,4)-4-acetoxymethyl-1,2-dibenzyloxy-3-hydroxycyclohex-5-ene

: 4451-35-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl chloride

: 114779-30-5
<(1R)-(1,3/2,6)-6-acetoxymethyl-2,3-dibenzyloxycyclohex-4-enyl>-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; RT, 40 deg C, 4 h;
DOI:10.1039/P19880002675

Reference yield:

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

: 114779-30-5
<(1R)-(1,3/2,6)-6-acetoxymethyl-2,3-dibenzyloxycyclohex-4-enyl>-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 80 percent aq. AcOH; 2.) imidazole / 1.) 40 deg C, 1 h; 2.) CHCl₃, reflux, 44 h

2: 87 percent / silver trifluoromethanesulphonate, 1,1,3,3-tetramethylurea / CH₂Cl₂ / 4 h / Heating

With 1H-imidazole; silver trifluoromethanesulfonate; acetic acid; tetramethylurea; In dichloromethane;
DOI:10.1039/c39870001843