5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose

Base Information

• Chemical Name: 5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose
• CAS No.: 313360-58-6
• Molecular Formula: C₂₀H₂₆O₈
• Molecular Weight: 394.422
• Mol file: 313360-58-6.mol

Synonyms:5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose

Chemical Property of 5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose

There total 1 articles about 5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose 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: 100.0%

acetic anhydride (108-24-7) + 3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose (65434-49-3) → 5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose (313360-58-6)

Guidance literature:

With pyridine; dmap; for 1h;

DOI:10.1021/ja001515t

Reference yield:

5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose (313360-58-6) → 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-1,2,5,6-tetra-O-acetyl-α,β-D-galactofuranose (313360-61-1)

Guidance literature:

Multi-step reaction with 4 steps

1: CF₃CO₂H / CHCl₃ / 8 h

2: pyridine / 0.33 h

3: 93 percent / H₂ / Pd(OH)2/C / ethyl acetate / 24 h / 760.05 Torr

4: 67 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate; 4 Angstroem sieves / diethyl ether / 5 h

With pyridine; 4 A molecular sieve; hydrogen; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; trifluoroacetic acid; palladium dihydroxide; In diethyl ether; chloroform; ethyl acetate;

DOI:10.1021/ja001515t

Reference yield:

5,6-di-O-acetyl-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose (313360-58-6) → Acetic acid (R)-2-acetoxy-1-((2S,3R,4R)-3-benzyloxy-4,5-dihydroxy-tetrahydro-furan-2-yl)-ethyl ester

Guidance literature:

With trifluoroacetic acid; In chloroform; for 8h;

DOI:10.1021/ja001515t

upstream raw materials:

acetic anhydride

3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose

Downstream raw materials:

Acetic acid (3R,4S,5S)-2-acetoxy-4-benzyloxy-5-((R)-1,2-diacetoxy-ethyl)-tetrahydro-furan-3-yl ester

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-1,2,5,6-tetra-O-acetyl-α,β-D-galactofuranose