3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose

Base Information

Chemical Name:3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose
CAS No.:280557-44-0
Molecular Formula:C₂₄H₂₈O₈S
Molecular Weight:476.548
Hs Code.:

Synonyms:3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose

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Chemical Property of 3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose

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Technology Process of 3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose

There total 1 articles about 3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose 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: 91.0%

: 35387-59-8
1,2-Bis(phenylsulfonyl)ethylene

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 280557-44-0
3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose

Guidance literature:: With tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1016/S0040-4039(00)00199-4

Reference yield: 50.0%

: 280557-44-0
3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose

: 1353645-02-9
3-O-benzyl-1,2-O-isopropylidene-6-O-[(E)-2'-(phenylsulfonyl)vinyl]-α-D-glucofuranose

: 1353645-03-0
3-O-benzyl-1,2-O-isopropylidene-5-O-[(E)-2'-(phenylsulfonyl)vinyl]-α-D-glucofuranose

Guidance literature:: 3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

With acetic acid; In tetrahydrofuran; hexane; at -78 - 20 ℃; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.009

Reference yield: 48.0%

: 280557-44-0
3-O-Benzyl-1,2-O-isopropylidene-5,6-O-(2-phenylsulfonyl)ethylidene-α-D-glucofuranose

: 3-O-benzyl-1,2-O-isopropylidene-5-O-vinyl-α-D-glucofuranose

: (7R,S)-3-O-benzyl-1,2-O-isopropylidene-5,6-O-ethylidene-α-D-glucofuranose

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Overall yield = 96 %; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2015.09.011