3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

Base Information

Chemical Name:3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose
CAS No.:678159-10-9
Molecular Formula:C₂₁H₂₃NO₈
Molecular Weight:417.416
Hs Code.:

Synonyms:3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

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Technology Process of 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

There total 10 articles about 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose 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: 63.0%

: 678159-09-6
tert-butyldimethylsilyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranoside

: 678159-10-9
3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; ethyl acetate; at -10 ℃; for 0.5h;
DOI:10.1021/jo035583k

Reference yield:

: 766-39-2
2,3-Dimethylmaleic anhydride

: 678159-10-9
3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 8 steps

1: 68 percent / N₂H₄*AcOH

2: 78 percent / imidazole

3: 73 percent / NaOMe

4: 91 percent / TsOH

5: 85 percent / pyridine / CH₂Cl₂ / 20 °C

6: 63 percent / TBAF; AcOH / tetrahydrofuran; ethyl acetate / 0.5 h / -10 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; sodium methylate; hydrazinium monoacetate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jo035583k

Reference yield:

: 90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8
2-deoxy-2-amino glucose

: 678159-10-9
3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 8 steps

1: 68 percent / N₂H₄*AcOH

2: 78 percent / imidazole

3: 73 percent / NaOMe

4: 91 percent / TsOH

5: 85 percent / pyridine / CH₂Cl₂ / 20 °C

6: 63 percent / TBAF; AcOH / tetrahydrofuran; ethyl acetate / 0.5 h / -10 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; sodium methylate; hydrazinium monoacetate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jo035583k