benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 502435-21-4
• Molecular Formula: C₃₈H₄₃NO₇Si
• Molecular Weight: 653.847

Synonyms:benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

Chemical Property of benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

There total 3 articles about benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-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: 65.0%

1-benzoylimidazole (10364-94-0) + benzyl 2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (502435-18-9) → benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (502435-21-4)

Guidance literature:

In acetonitrile; for 48h; Heating;

DOI:10.1016/S0040-4020(02)01226-7

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (502435-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 65 percent / acetonitrile / 48 h / Heating

With 1H-imidazole; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(02)01226-7

Reference yield:

benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside (13343-62-9,347411-88-5) → benzyl 2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside (502435-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 65 percent / acetonitrile / 48 h / Heating

With 1H-imidazole; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(02)01226-7

upstream raw materials:

1-benzoylimidazole

benzyl 2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

tert-butylchlorodiphenylsilane

benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

benzyl (2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-(1-4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

benzyl 3,5,6-tri-O-benzoyl-2-O-levulinoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->2)-3,5,6-tri-O-benzoyl-β-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-t-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->2)-3,5,6-tri-O-benzoyl-α-D-galactofuranosyl-(1->4)-2-acetamido-3-O-benzoyl-6-O-t-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside

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