4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:182003-15-2
Molecular Formula:C₅₃H₅₀Br₂Cl₄N₂O₁₆
Molecular Weight:1272.6
Hs Code.:

4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Synonyms:4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 12 articles about 4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-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: 71.0%

: 182003-11-8
4,5-dibromopentanyl 3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 182003-09-4
pent-4-enyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

: 182003-15-2
4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at -20 ℃;
DOI:10.1021/jo961115h

Reference yield:

: 182003-05-0
pent-4-enyl 3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 182003-15-2
4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / LiBr, CuBr₂ / acetonitrile; tetrahydrofuran / 12 h

2: 71 percent / N-iodosuccinimide, triethylsilyl triflate / CH₂Cl₂ / 0.27 h / -20 °C

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; lithium bromide; copper(ll) bromide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo962362o

Reference yield:

: 182003-00-5
pent-4-enyl 3-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

: 182003-15-2
4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / pyridine / 2 h

2: 71 percent / N-iodosuccinimide, triethylsilyl triflate / CH₂Cl₂ / 0.27 h / -20 °C

With pyridine; N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In dichloromethane;
DOI:10.1021/jo962362o