4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside
• CAS No.: 671194-39-1
• Molecular Formula: C₂₇H₂₆O₈
• Molecular Weight: 478.499
• Mol file: 671194-39-1.mol

Synonyms:4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Chemical Property of 4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

There total 1 articles about 4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-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: 99.0%

benzoyl cyanide (613-90-1) + 4-methoxyphenyl 4,6-O-benzylidene-β-D-galactopyranoside (176299-96-0) → 4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside (671194-39-1)

Guidance literature:

With dmap; In dichloromethane; at -78 ℃; for 4h; regioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/jacs.6b02454

Reference yield: 82.0%

4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside (671194-39-1) → 4-methoxyphenyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside (671194-40-4)

Guidance literature:

With sodium hydroxide; water; In acetone; at 0 ℃; for 0.05h;

DOI:10.1016/j.carres.2003.10.012

Reference yield: 55.0%

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1→2)-O-3,4,6-tri-O-benzyl-β-D-glucopyranosyl trichloroacetimidate + 4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside (671194-39-1) → 4-methoxyphenyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1→2)-O-3,4,6-tri-O-benzyl-α-D-glucopyranosyl-(1→2)-3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1→2)-O-3,4,6-tri-O-benzyl-β-D-glucopyranosyl trichloroacetimidate; 4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; at -20 - 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1039/c5ob00177c

upstream raw materials:

benzoyl cyanide

4-methoxyphenyl 4,6-O-benzylidene-β-D-galactopyranoside

Downstream raw materials:

4-methoxyphenyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

4-methoxyphenyl O-(2,3-di-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-β-D-galactopyranoside

4-methoxyphenyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-β-D-galactopyranoside

4-methoxyphenyl O-(2,3-di-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside