4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Base Information

Chemical Name:4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside
CAS No.:315208-28-7
Molecular Formula:C₂₈H₃₁NO₈
Molecular Weight:509.556
Hs Code.:

Synonyms:4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

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Chemical Property of 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

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Technology Process of 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

There total 4 articles about 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-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:

: 303082-23-7
thexyldimethylsilyl 2-deoxy-2-(dimethylmaleoylimido)-3,6-di-O-benzyl-β-D-glucopyranoside

: 315208-28-7
4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / pyridine / 2 h / 20 °C

2: 80 percent / TBAF / tetrahydrofuran / 3 h / -20 °C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1: Acetylation / 2: desilylation;
DOI:10.1002/1099-0690(200011)2000:21<3541::aid-ejoc3541>3.3.co;2-b

Reference yield:

: 315208-18-5
3,4,6-tri-O-acetyl-2-deoxy-2-dimethylmaleoyl-β-D-glucopyranoside

: 315208-28-7
4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

2: 98 percent / sodium methoxide / methanol / 4 h / 20 °C

3: 85 percent / dibutyltin oxide / toluene / 3 h / Heating

4: 98 percent / pyridine / 2 h / 20 °C

5: 80 percent / TBAF / tetrahydrofuran / 3 h / -20 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; sodium methylate; di(n-butyl)tin oxide; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Condensation / 2: Deacetylation / 3: Etherification / 4: Acetylation / 5: desilylation;
DOI:10.1002/1099-0690(200011)2000:21<3541::aid-ejoc3541>3.3.co;2-b

Reference yield:

: 315208-11-8
dimethyl(thexyl)silyl 2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

: 315208-28-7
4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / dibutyltin oxide / toluene / 3 h / Heating

2: 98 percent / pyridine / 2 h / 20 °C

3: 80 percent / TBAF / tetrahydrofuran / 3 h / -20 °C

With pyridine; tetrabutyl ammonium fluoride; di(n-butyl)tin oxide; In tetrahydrofuran; toluene; 1: Etherification / 2: Acetylation / 3: desilylation;
DOI:10.1002/1099-0690(200011)2000:21<3541::aid-ejoc3541>3.3.co;2-b