methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside
• CAS No.: 67109-87-9
• Molecular Formula: C₆₂H₆₀O₁₄
• Molecular Weight: 1029.15
• Mol file: 67109-87-9.mol

Synonyms:methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside

Chemical Property of methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside

There total 5 articles about methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside 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: 44.0%

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside (3601-36-3,6344-46-3) + phenyl-2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (74801-29-9) → methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside (67109-87-9)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -45 ℃;

Reference yield:

D-Galactose (10257-28-0) → methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside (67109-87-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 37 percent / H2O / 24 h / 50 °C / α-D-galactosidase

2: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, from 10 deg C to 20 deg C, 4 h

3: 1.) N-iodosuccinimide, 4 Angstroem molecular sieves, 2.) Et₃SiOTf / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, from 0 deg C to 10 deg C, 5 h

With N-iodo-succinimide; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium hydride; In water;

DOI:10.1016/0957-4166(96)00238-8

Reference yield:

benzoyl chloride (98-88-4) → methyl 4-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside (67109-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / pyridine

2: 1.) N-iodosuccinimide, 4 Angstroem molecular sieves, 2.) Et₃SiOTf / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, from 0 deg C to 10 deg C, 5 h

With pyridine; N-iodo-succinimide; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate;

DOI:10.1016/0957-4166(96)00238-8

upstream raw materials:

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside

(2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-(pent-4-en-1-yloxy)tetrahydro-2H-pyran

D-Galactose

benzoyl chloride

Downstream raw materials:

methyl 4-O-(α-D-galactopyranosyl)-2,3,6-tri-O-benzoyl-α-D-galactopyranoside