tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside

Base Information

• Chemical Name: tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside
• CAS No.: 1022927-11-2
• Molecular Formula: C₃₄H₄₀Br₂O₁₅
• Molecular Weight: 848.491

Synonyms:tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside

Chemical Property of tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside

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Technology Process of tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside

There total 1 articles about tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-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: 54.0%

tert-butyl 2-O-acetyl-6-O-{2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-3-O-(tert-butyldimethylsilyl)-β-D-glucopyranosyl}-3-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside (1022926-82-4) → tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (1022927-11-2)

Guidance literature:

With pyridine hydrogenfluoride; In acetonitrile; at 0 - 20 ℃;

DOI:10.1021/jo800191z

Reference yield: 89.0%

tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (1022927-11-2) + acetic anhydride (108-24-7) → tert-butyl 2,3,4-tri-O-acetyl-6-O-[2,3-di-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (1022927-43-0)

Guidance literature:

With pyridine;

DOI:10.1021/jo800191z

Reference yield: 78.0%

tert-butyl 2-O-acetyl-6-O-[2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (1022927-11-2) → tert-butyl 6-O-[4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (1022927-17-8)

Guidance literature:

With methanol; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1021/jo800191z

upstream raw materials:

tert-butyl 2-O-acetyl-6-O-{2-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-3-O-(tert-butyldimethylsilyl)-β-D-glucopyranosyl}-3-O-(tert-butyldimethylsilyl)-β-D-glucopyranoside

Downstream raw materials:

tert-butyl 6-O-[4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside

tert-butyl 2,3,4-tri-O-acetyl-6-O-[2,3-di-O-acetyl-4,6-bis-O-(4-bromobenzoyl)-β-D-glucopyranosyl]-β-D-glucopyranoside

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