4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: 4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS No.: 148628-15-3
• Molecular Formula: C₃₃H₃₅Br₂NO₇
• Molecular Weight: 717.451
• Mol file: 148628-15-3.mol

Synonyms:4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property of 4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 1 articles about 4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-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: 99.0%

pent-4-enyl 2-deoxy-2-phthalimido-3,6-di-O-benzyl-β-D-glucopyranoside (148628-05-1) → 4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (148628-15-3)

Guidance literature:

With lithium bromide; copper(ll) bromide; In tetrahydrofuran; acetonitrile; for 16h;

DOI:10.1021/jo9718509

Reference yield: 65.0%

4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (148628-15-3) + pent-4-enyl 3,4,6-tri-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside (174356-28-6) → 4,5-dibromopentanyl (3,4,6-tri-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In dichloromethane;

DOI:10.1021/jo951943v

Reference yield:

4,5-dibromopentanyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (148628-15-3) → pent-4-enyl (3,4,6-tri-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / N-iodosuccinimide, triethylsilyl triflate / CH₂Cl₂ / 0.18 h / Ambient temperature

2: 90 percent / sodium iodide / butan-2-one / 6 h / 78 °C

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; sodium iodide; In dichloromethane; butanone;

DOI:10.1080/07328309608005425

upstream raw materials:

pent-4-enyl 2-deoxy-2-phthalimido-3,6-di-O-benzyl-β-D-glucopyranoside