3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone

Base Information

Chemical Name:3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone
CAS No.:168985-15-7
Molecular Formula:C₃₇H₄₂O₇SSi
Molecular Weight:658.888
Hs Code.:

Synonyms:3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone

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Chemical Property of 3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone

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Technology Process of 3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone

There total 5 articles about 3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone 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: 89.0%

: 1719-58-0
Chlorodimethylvinylsilane

: 152871-97-1
3,4,6-Tri-O-benzyl-β-D-glucopyranosyl phenyl sulfone

: 168985-15-7
3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/chem.19970030822

Reference yield:

: 51532-75-3,16697-49-7,68681-00-5,68779-52-2,78418-56-1,125135-29-7,130694-47-2,130694-49-4,146864-77-9
3,4,6-tri-O-benzyl-1,2-O-(1-methoxyethylidene)-α-D-glucopyranose

: 168985-15-7
3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone

Guidance literature:: Multi-step reaction with 4 steps

1: nitromethane / 4 h / 101 °C

2: K₂CO₃ / methanol; tetrahydrofuran / 12 h / 20 °C

3: 93 percent / MCPBA, NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

4: 89 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 20 °C

With dmap; sodium hydrogencarbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; nitromethane; dichloromethane;
DOI:10.1002/chem.19970030822

Reference yield:

: 127299-77-8,130781-28-1,138181-68-7,130781-27-0
Phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 168985-15-7
3,4,6-Tri-O-benzyl-2-O-(dimethylvinylsilyl)-β-D-glucopyranosyl phenyl sulfone

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / MCPBA, NaHCO₃ / CH₂Cl₂ / 3 h / 20 °C

2: 89 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 20 °C

With dmap; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1002/chem.19970030822