benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Base Information

Chemical Name:benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside
CAS No.:461025-97-8
Molecular Formula:C₂₅H₃₉NO₈Si
Molecular Weight:509.672
Hs Code.:

Synonyms:benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

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Chemical Property of benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

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Technology Process of benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

There total 12 articles about benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside 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: 95.0%

: 108-24-7
acetic anhydride

: 461025-96-7
benzyl 2-acetamido-6-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

: 461025-97-8
benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Guidance literature:: With pyridine; dmap; at 20 ℃; for 1h;
DOI:10.1021/ja020627c

Reference yield:

: 41355-95-7,347411-88-5
benzyl 2-acetamido-2-deoxy-β-D-galactopyranoside

: 461025-97-8
benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: p-TsOH

1.2: 85 percent / aq. AcOH / methanol / 45 °C

2.1: 99 percent / pyridine / 20 °C

3.1: 80 percent / AcOH / H₂O / 50 °C

4.1: 79 percent / imidazole / dimethylformamide / 2 h / 80 °C

5.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / 1 h / 20 °C

With pyridine; 1H-imidazole; dmap; toluene-4-sulfonic acid; acetic acid; In water; N,N-dimethyl-formamide;
DOI:10.1021/ja020627c

Reference yield:

: 10375-65-2,13318-46-2,13343-66-3,19374-72-2,33423-34-6,34029-78-2,41355-94-6,110911-57-4,141019-71-8
benzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

: 461025-97-8
benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-tert-butyldimethylsilyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / NaOMe; MeOH / 20 °C

2.1: pyridine / CH₂Cl₂ / 0 °C

3.1: pyridine / -15 °C

4.1: H₂O / 90 °C

5.1: NaOMe; MeOH / 20 °C

6.1: p-TsOH

6.2: 85 percent / aq. AcOH / methanol / 45 °C

7.1: 99 percent / pyridine / 20 °C

8.1: 80 percent / AcOH / H₂O / 50 °C

9.1: 79 percent / imidazole / dimethylformamide / 2 h / 80 °C

10.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / 1 h / 20 °C

With pyridine; 1H-imidazole; methanol; dmap; water; sodium methylate; toluene-4-sulfonic acid; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide; 1.1: Zemplen deacetylation / 5.1: Zemplen deacetylation;
DOI:10.1021/ja020627c