phenyl 4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltotrioside

Base Information

• Chemical Name: phenyl 4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltotrioside
• CAS No.: 478549-28-9
• Molecular Formula: C₄₇H₅₈O₁₅SSi
• Molecular Weight: 923.12

Synonyms:phenyl 4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltotrioside

Chemical Property of phenyl 4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltotrioside

Chemical Property:

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Technology Process of phenyl 4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltotrioside

There total 5 articles about phenyl 4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltotrioside 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:

tert-butylchlorodiphenylsilane (58479-61-1) + phenyl O-(4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside (426218-93-1) → phenyl 4II,6II-O-benzylidene-6I-O-tert-butyldiphenylsilyl-1I-thio-β-maltotrioside (478549-28-9)

Guidance literature:

With pyridine; dmap; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo025887r

Reference yield:

maltotriose peracetate (76821-26-6) → phenyl 4II,6II-O-benzylidene-6I-O-tert-butyldiphenylsilyl-1I-thio-β-maltotrioside (478549-28-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 28.9 g / ZnI₂ / 1,2-dichloro-ethane / 20 °C

2: 93 percent / MeONa / methanol / 4 h / 20 °C

3: TsOH*H₂O / dimethylformamide / 3 h / 60 °C / 15 Torr

4: 7.99 g / DMAP; pyridine / dimethylformamide / 20 °C

With pyridine; dmap; sodium methylate; toluene-4-sulfonic acid; zinc(II) iodide; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jo025887r

Reference yield:

phenylthiotrimethylsilane (4551-15-9) → phenyl 4II,6II-O-benzylidene-6I-O-tert-butyldiphenylsilyl-1I-thio-β-maltotrioside (478549-28-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 28.9 g / ZnI₂ / 1,2-dichloro-ethane / 20 °C

2: 93 percent / MeONa / methanol / 4 h / 20 °C

3: TsOH*H₂O / dimethylformamide / 3 h / 60 °C / 15 Torr

4: 7.99 g / DMAP; pyridine / dimethylformamide / 20 °C

With pyridine; dmap; sodium methylate; toluene-4-sulfonic acid; zinc(II) iodide; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jo025887r

upstream raw materials:

tert-butylchlorodiphenylsilane

phenyl O-(4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-O-(α-D-glucopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside

maltotriose peracetate

phenylthiotrimethylsilane

Downstream raw materials:

phenyl 2^I,3^I,2^II,3^II,6^II,2^III,3^III-hepta-O-benzyl-4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltotrioside

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