3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone

Base Information

Chemical Name:3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone
CAS No.:360773-05-3
Molecular Formula:C₂₄H₂₆O₆Se
Molecular Weight:489.427
Hs Code.:

Synonyms:3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone

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Chemical Property of 3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone

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Technology Process of 3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone

There total 3 articles about 3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone 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: 25.0%

: 17893-46-8
2-(phenylselanyl)acetic acid

: 35781-78-3
5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose

: 360773-05-3
3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone

: (R)-4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-hydroxy-2-phenylselanyl-butyric acid

Guidance literature:: With ammonium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.) r.t., 4 h, 2.) reflux, overnight;

Reference yield: 17.5%

: (R)-4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-4-hydroxy-2-phenylselanyl-butyric acid

: 360773-05-3
3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone

Guidance literature:: With toluene-4-sulfonic acid; In benzene; Heating;

Reference yield:

: 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

: 360773-05-3
3-O-Benzyl-6,7-dideoxy-1,2-O-isopropylidene-7-phenylselenyl-α-D-gluco-octofuranurono-8,5-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / DEAD, Ph₃P, 3 Angstroem molecular sieves / benzene / 48 h / 80 °C

2: 25 percent / LDA, NH₄Cl / tetrahydrofuran; hexane / 1.) r.t., 4 h, 2.) reflux, overnight

With 3 A molecular sieve; ammonium chloride; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; hexane; benzene;