p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• CAS No.: 218617-10-8
• Molecular Formula: C₆₂H₇₃NO₂₅
• Molecular Weight: 1232.25
• Mol file: 218617-10-8.mol

Synonyms:p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property of p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

There total 3 articles about p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 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: 62.0%

6-O-acetyl-2,3,4-tri-O-benzyl-D-galactopyranosyl fluoride (129785-46-2) + p-nitrophenyl 2,3,6,2',6'-penta-O-acetyl-3'-O-pivaloyl-β-lactoside (251365-48-7) → p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (218617-10-8)

Guidance literature:

With silver perchlorate; tin(ll) chloride; In dichloromethane; for 10h;

DOI:10.1016/S0968-0896(99)00129-7

Reference yield:

p-nitrophenyl 2,3,6,2',6'-penta-O-acetyl-β-lactoside (148705-02-6) → p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (218617-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 0 °C

2: 62 percent / AgClO₄; SnCl₂ / CH₂Cl₂ / 10 h

With dmap; silver perchlorate; triethylamine; tin(ll) chloride; In dichloromethane; 1: Acylation / 2: galactosylation;

DOI:10.1016/S0968-0896(99)00129-7

Reference yield:

4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (148705-01-5) → p-nitrophenyl O-[6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-2,6-di-O-acetyl-3-O-pivaloyl-β-D-galactopyranosyl)]-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (218617-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: ethylene glycol; TMSCl / CH₂Cl₂; methanol / 5 h

2: 82 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 0 °C

3: 62 percent / AgClO₄; SnCl₂ / CH₂Cl₂ / 10 h

With dmap; chloro-trimethyl-silane; silver perchlorate; ethylene glycol; triethylamine; tin(ll) chloride; In methanol; dichloromethane; 1: Ring cleavage / 2: Acylation / 3: galactosylation;

DOI:10.1016/S0968-0896(99)00129-7

upstream raw materials:

6-O-acetyl-2,3,4-tri-O-benzyl-D-galactopyranosyl fluoride

p-nitrophenyl 2,3,6,2',6'-penta-O-acetyl-3'-O-pivaloyl-β-lactoside

p-nitrophenyl 2,3,6,2',6'-penta-O-acetyl-β-lactoside

4-nitrophenyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Downstream raw materials:

p-aminophenyl O-[α-D-galactopyranosyl-(1->4)-β-D-galactopyranosyl]-(1->4)-β-D-glucopyranoside

p-acryloylaminophenyl O-[α-D-galactopyranosyl-(1->4)-β-D-galactopyranosyl]-(1->4)-β-D-glucopyranoside