1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranoside

Base Information

• Chemical Name: 1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranoside
• CAS No.: 89202-33-5
• Molecular Formula: C₄₁H₃₂O₁₁
• Molecular Weight: 700.698
• Mol file: 89202-33-5.mol

Synonyms:1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranoside

Chemical Property of 1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranoside

There total 8 articles about 1,2,3,5,6-penta-O-benzoyl-α-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: 81.0%

ethyl 2,3,5,6-tetra-O-benzoyl-1-thio-α-D-galactofuranoside (89755-45-3,89755-46-4) + benzoic acid (65-85-0,8013-63-6) → 1,2,3,5,6-penta-O-benzoyl-β-D-galactofuranoside (40031-15-0,40031-16-1,51785-58-1,89202-33-5,89202-34-6,103615-91-4,138811-45-7)

Guidance literature:

With N-iodo-succinimide; 4 A molecular sieve; In diethyl ether; 1,2-dichloro-ethane; at 20 ℃; for 2h;

Reference yield:

D-Galactose (59-23-4) + benzoyl chloride (98-88-4) → 1,2,3,5,6-penta-O-benzoyl-β-D-galactofuranoside (89202-34-6) + 1,2,3,5,6-penta-O-benzoyl-α-D-galactofuranoside (89202-33-5)

Guidance literature:

With pyridine; Yield given. Multistep reaction. Yields of byproduct given; 1) 100 deg C, 1 h; 2) 60 deg C, 1.5 h; 3) room temp., 24 h;

DOI:10.1016/0008-6215(83)88453-5

Reference yield:

D-galactose-diethyl-dithioacetal (5463-33-2) → 1,2,3,5,6-penta-O-benzoyl-β-D-galactofuranoside (40031-15-0,40031-16-1,51785-58-1,89202-33-5,89202-34-6,103615-91-4,138811-45-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / camphersulfonic acid / dimethylformamide / 6 h / 20 °C

2: 63 percent / molecular sieves 4 Angstroem, HgCl₂, HgO / acetonitrile / 0.08 h / 20 °C

3: pyridine / 1 h / 0 °C

4: HOAc, H₂O / 4 h / 60 °C

5: 93 percent / pyridine / 2 h / 0 °C

6: 81 percent / molecular sieves 4 Angstroem, N-iodosuccinimide / diethyl ether; 1,2-dichloro-ethane / 2 h / 20 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; camphor-10-sulfonic acid; water; acetic acid; mercury dichloride; mercury(II) oxide; In diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

ethyl 2,3,5,6-tetra-O-benzoyl-1-thio-α-D-galactofuranoside

benzoic acid

D-galactose-diethyl-dithioacetal

ethyl 5,6-O-isopropylidene-1-thio-α-D-galactofuranoside