(3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:(3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-D-glucopyranoside
CAS No.:221356-66-7
Molecular Formula:C₂₄H₃₀O₈
Molecular Weight:446.497
Hs Code.:

Synonyms:(3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-D-glucopyranoside

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Technology Process of (3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-D-glucopyranoside

There total 9 articles about (3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-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: 84.0%

: 221356-65-6
(3'S,4'R)-3'-(p-methoxybenzyloxy)tetrahydrofuran-4'-yl 2,6-di-O-benzyl-3,4-di-O-p-methoxybenzyl-α-D-glucopyranoside

: 221356-66-7
(3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: With trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0960-894X(99)00006-2

Reference yield:

: 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

: 221356-66-7
(3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; for 4h; Heating;
DOI:10.1021/jo980925l

Reference yield:

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

: 221356-66-7
(3'S,4'R)-3'-hydroxytetrahydrofuran-4'-yl 2,6-di-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

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

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

4: aq. p-TsOH / Pd/C / ethanol / 4 h / Heating

With trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo980925l