tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α-D-glucopyranoside
• CAS No.: 291774-88-4
• Molecular Formula: C₃₄H₄₀O₈SSi
• Molecular Weight: 636.838

Synonyms:tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α-D-glucopyranoside

Chemical Property of tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α-D-glucopyranoside

Chemical Property:

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Technology Process of tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α-D-glucopyranoside

There total 3 articles about tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-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:

diphenyldisulfane (882-33-7) → tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α-D-glucopyranoside (291774-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / tri-n-butylphosphine / pyridine / 24 h / 20 °C

2: pyridine / 20 °C

With pyridine; tributylphosphine; In pyridine;

DOI:10.1016/S0040-4020(01)00959-0

Reference yield:

C26H34O8Si → tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α-D-glucopyranoside (291774-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / tri-n-butylphosphine / pyridine / 24 h / 20 °C

2: pyridine / 20 °C

With pyridine; tributylphosphine; In pyridine;

DOI:10.1016/S0040-4020(01)00959-0

Reference yield:

acetic anhydride (108-24-7) + tert-butyldimethylsilyl 2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α/β-D-glucopyranoside (291774-72-6) → tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α-D-glucopyranoside (291774-88-4) + tert-butyldimethylsilyl 4-O-acetyl-2,3-di-O-benzoyl-6-phenylthio-6-deoxy-β-D-glucopyranoside

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/S0040-4020(01)00959-0

upstream raw materials:

acetic anhydride

tert-butyldimethylsilyl 2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α/β-D-glucopyranoside

diphenyldisulfane

Downstream raw materials:

2,3-di-O-benzoyl-4-O-acetyl-6-phenylthio-6-deoxy-α-D-glucopyranosyl trichloroacetimidate

cholesterol-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

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