3-O-β-D-Galactofuranosyl-D-mannitol

Base Information

• Chemical Name: 3-O-β-D-Galactofuranosyl-D-mannitol
• CAS No.: 4144-97-2
• Molecular Formula: C₁₂H₂₄O₁₁
• Molecular Weight: 344.316
• Mol file: 4144-97-2.mol

Synonyms:Mannitol,3-O-b-D-galactofuranosyl-, D-(7CI,8CI); Peltigeroside

Chemical Property of 3-O-β-D-Galactofuranosyl-D-mannitol

Chemical Property:

• PSA: 200.53000
• LogP: -5.76120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-O-β-D-Galactofuranosyl-D-mannitol

There total 10 articles about 3-O-β-D-Galactofuranosyl-D-mannitol 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: 51.0%

4-O-acetyl-1,2,5,6-tetra-O-benzoyl-3-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-D-mannitol (97321-48-7) → O3-β-D-galactofuranosyl-D-mannitol (4144-97-2)

Guidance literature:

With sodium methylate; In methanol; chloroform; for 3h;

DOI:10.1016/0008-6215(85)85221-6

Reference yield:

1,2,5,6-tetra-O-benzoyl-D-mannitol (20834-11-1) → O3-β-D-galactofuranosyl-D-mannitol (4144-97-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 27 percent / 2,4,6-trimethyl-pyridine / CH₂Cl₂ / 1 h

2: 94 percent / 4-dimethylaminopyridine / pyridine / 14 h / Ambient temperature

3: triphenylmethylium perchlorate

4: 51 percent / sodium methoxide / CHCl₃; methanol / 3 h

With 2,4,6-trimethyl-pyridine; dmap; sodium methylate; triphenylmethyl perchlorate; In pyridine; methanol; dichloromethane; chloroform;

DOI:10.1016/0008-6215(85)85221-6

Reference yield:

1,2,5,6-tetra-O-benzoyl-3-O-trityl-D-mannitol (97321-66-9) → O3-β-D-galactofuranosyl-D-mannitol (4144-97-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / 4-dimethylaminopyridine / pyridine / 14 h / Ambient temperature

2: triphenylmethylium perchlorate

3: 51 percent / sodium methoxide / CHCl₃; methanol / 3 h

With dmap; sodium methylate; triphenylmethyl perchlorate; In pyridine; methanol; chloroform;

DOI:10.1016/0008-6215(85)85221-6

upstream raw materials:

4-O-acetyl-1,2,5,6-tetra-O-benzoyl-3-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-D-mannitol

2,5,6-tri-O-benzoyl-3-O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-D-mannono-1,4-lactone

2,5,6-tri-O-benzoyl-D-mannono-1,4-lactone

1,2,5,6-tetra-O-benzoyl-D-mannitol

Refernces

• 1、 Backinowsky, Leon V.,Nepogod'Ev, Sergei A.,Shashkov, Alexander S.,Kochetkov, Nikolay K.. "1,2-O-CYANOALKYLIDENE DERIVATIVES OF FURANOSES AS 1,2-trans-GLYCOSYLATING AGENTS". . p. 41 - 54. Retrieved 2007/10/02.