2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside

Base Information

• Chemical Name: 2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside
• CAS No.: 911371-40-9
• Molecular Formula: C₂₉H₃₂O₁₂
• Molecular Weight: 572.566

Synonyms:2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside

Chemical Property of 2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside

Chemical Property:

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Technology Process of 2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside

There total 2 articles about 2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside 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:

2,3,5,6-tetra-O-acetyl-D-galactofuranosyl chloride + 2-(hydroxymethyl)benzoic acid benzyl ester (365534-57-2) → 2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside (911371-40-9)

Guidance literature:

With mercury(II) cyanide; mercury dibromide; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/ol061444o

Reference yield:

1,2,3,5,6-penta-O-acetyl-α,β-D-galactofuranose (5531-53-3,10535-09-8,22435-12-7,40031-23-0,55123-31-4,72002-47-2,72691-27-1,72691-28-2,62181-82-2) → 2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside (911371-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; acetic acid / CH₂Cl₂ / 18 h / 0 °C

2: 4.35 g / HgBr₂; Hg(CN)2 / acetonitrile / 0.5 h / 20 °C

With thionyl chloride; mercury(II) cyanide; acetic acid; mercury dibromide; In dichloromethane; acetonitrile;

DOI:10.1021/ol061444o

Reference yield: 92.0%

2'-(benzyloxycarbonyl)benzyl 2,3,5,6-tetra-O-acetyl-β-D-galactofuranoside (911371-40-9) → 2'-(benzyloxycarbonyl)benzyl β-D-galactofuranoside (911371-41-0)

Guidance literature:

With sodium methylate; In methanol; at 0 - 20 ℃;

DOI:10.1021/ol061444o

upstream raw materials:

2-(hydroxymethyl)benzoic acid benzyl ester

1,2,3,5,6-penta-O-acetyl-α,β-D-galactofuranose

Downstream raw materials:

2'-(benzyloxycarbonyl)benzyl β-D-galactofuranoside

2'-(benzyloxycarbonyl)benzyl 5,6-O-isopropylidene-β-D-galactofuranoside

2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranoside

2'-carboxybenzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside

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