methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside
• CAS No.: 149404-15-9
• Molecular Formula: C₃₀H₃₆O₆Si
• Molecular Weight: 520.698

Synonyms:methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside

Chemical Property of methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside

There total 3 articles about methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-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: 69.0%

methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside (149299-63-8) → methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside (149404-15-9)

Guidance literature:

With sodium methylate; In methanol; for 20h; Ambient temperature;

DOI:10.1016/0008-6215(93)80025-A

Reference yield:

methyl 4,6-O-benzylidene-2-O-benzoyl-α-D-glucopyranoside (28642-64-0) → methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside (149404-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 30.5 g / imidazole / dimethylformamide / 2.5 h / 80 °C

2: 69 percent / NaOMe / methanol / 20 h / Ambient temperature

With 1H-imidazole; sodium methylate; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(93)80025-A

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside (149404-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 30.5 g / imidazole / dimethylformamide / 2.5 h / 80 °C

2: 69 percent / NaOMe / methanol / 20 h / Ambient temperature

With 1H-imidazole; sodium methylate; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(93)80025-A

upstream raw materials:

methyl 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-α-D-glucopyranoside

methyl 4,6-O-benzylidene-2-O-benzoyl-α-D-glucopyranoside

tert-butylchlorodiphenylsilane

Downstream raw materials:

methyl 4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-O-trifluoromethanesulfonyl-α-D-glucopyranoside

methyl-2-S-acetyl-4-O-benzoyl-6-bromo-6-deoxy-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

methyl 2-S-acetyl-4,6-O-benzylidene-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

methyl 2,6-anhydro-4-O-benzyl-3-O-tert-butyldiphenylsilyl-2-thio-α-D-mannopyranoside

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