phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside

Base Information

Chemical Name:phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside
CAS No.:331455-94-8
Molecular Formula:C₂₈H₃₆O₁₅Se
Molecular Weight:691.545
Hs Code.:

Synonyms:phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside

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Chemical Property of phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside

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Technology Process of phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside

There total 9 articles about phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside 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: 80.0%

: 331455-93-7
Acetic acid (2R,4aR,6S,7R,8S,8aR)-2-phenyl-6-phenylselanyl-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 331455-94-8
phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; water; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/chem.200500126

Reference yield:

: 23661-29-2,23661-30-5
phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-glucopyranoside

: 331455-94-8
phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: bromine / CH₂Cl₂ / -23 - 20 °C

2: CH₂Cl₂ / 5 h / 20 °C

3: 1.679 g / Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

4: Me₃SiOTf / CH₂Cl₂ / 0.5 h / 0 °C

5: 0.122 g / H₂O / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; water; bromine; triethylamine; In dichloromethane;
DOI:10.1021/ol016713j

Reference yield:

: phenyl 4,6-O-benzylidene-2,3-O-dibutylstannylen-β-D-selenoglucopyranoside

: 331455-94-8
phenyl 2-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-selenoglucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: CH₂Cl₂ / 5 h / 20 °C

2: 1.679 g / Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

3: Me₃SiOTf / CH₂Cl₂ / 0.5 h / 0 °C

4: 0.122 g / H₂O / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; water; triethylamine; In dichloromethane;
DOI:10.1021/ol016713j