3-O-benzyl-α⁴,α⁵-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol

Base Information

• Chemical Name: 3-O-benzyl-α⁴,α⁵-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol
• CAS No.: 882979-66-0
• Molecular Formula: C₄₃H₅₂FNO₂₁
• Molecular Weight: 937.878

Synonyms:3-O-benzyl-α⁴,α⁵-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol

Chemical Property of 3-O-benzyl-α⁴,α⁵-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol

Chemical Property:

Purity/Quality:

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Technology Process of 3-O-benzyl-α⁴,α⁵-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol

There total 3 articles about 3-O-benzyl-α⁴,α⁵-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol 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: 90.0%

3-O-benzyl-6-fluoropyridoxol (872688-08-9) + acetobromomannose (13242-53-0) → 3-O-benzyl-α4,α5-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol (882979-66-0)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jm051049o

Reference yield:

6-fluoropyridoxol (42242-41-1) → 3-O-benzyl-α4,α5-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol (882979-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / tetrabutylammonium bromide / CH₂Cl₂; H₂O / 1 h / 50 °C

2: 90 percent / Hg(CN)2; 4A molecular sieves / CH₂Cl₂ / 12 h / 20 °C

With 4 A molecular sieve; tetrabutylammomium bromide; mercury(II) cyanide; In dichloromethane; water;

DOI:10.1021/jm051049o

Reference yield:

benzyl bromide (100-39-0) → 3-O-benzyl-α4,α5-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-6-fluoropyridoxol (882979-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / tetrabutylammonium bromide / CH₂Cl₂; H₂O / 1 h / 50 °C

2: 90 percent / Hg(CN)2; 4A molecular sieves / CH₂Cl₂ / 12 h / 20 °C

With 4 A molecular sieve; tetrabutylammomium bromide; mercury(II) cyanide; In dichloromethane; water;

DOI:10.1021/jm051049o

upstream raw materials:

3-O-benzyl-6-fluoropyridoxol

acetobromomannose

6-fluoropyridoxol

benzyl bromide

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