pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside

Base Information

• Chemical Name: pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside
• CAS No.: 783367-51-1
• Molecular Formula: C₆₁H₆₈O₁₄
• Molecular Weight: 1025.2
• Mol file: 783367-51-1.mol

Synonyms:pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside

Chemical Property of pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside

There total 2 articles about pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-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: 71.0%

pent-4-enyl 2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside (613664-86-1) + pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside → pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside (783367-51-1)

Guidance literature:

pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside; With bromine; In dichloromethane; at 0 ℃;

pent-4-enyl 2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside; With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -45 ℃; for 2h;

DOI:10.1016/j.carres.2004.06.012

Reference yield:

pent-4-enyl 2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside (613664-86-1) → pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside (783367-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 6.39 g / Et₃N; DMAP / CH₂Cl₂

2.1: Br₂ / CH₂Cl₂ / 0 °C

2.2: 71 percent / 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 2 h / -45 °C

With dmap; bromine; triethylamine; In dichloromethane; 2.2: Koenigs-Knorr coupling;

DOI:10.1016/j.carres.2004.06.012

Reference yield: 90.0%

pent-4-enyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside (783367-51-1) + 7-(1,3-dioxan-2-yl)-heptyl 2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranoside (783367-53-3) → 7-(1,3-dioxan-2-yl)-heptyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl-(1->4)-2,3-di-O-...

Guidance literature:

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at -20 ℃; for 0.5h;

DOI:10.1016/j.carres.2004.06.012

upstream raw materials:

pent-4-enyl 2,3-di-O-benzyl-6-O-(4-methoxyphenyl)-β-D-galactopyranoside