octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

Base Information

• Chemical Name: octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside
• CAS No.: 263759-05-3
• Molecular Formula: C₅₀H₅₇Cl₄NO₁₆
• Molecular Weight: 1069.81
• Mol file: 263759-05-3.mol

Synonyms:octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

Chemical Property of octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

There total 3 articles about octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-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: 88.0%

octanol (111-87-5) + pent-4-enyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside (263759-02-0) → octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside (263759-05-3)

Guidance literature:

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1080/07328300008544063

Reference yield:

pent-4-enyl 3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside (174356-40-2) → octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside (263759-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / sym-collidine; AgOTf; 4 Angstroem molecular sieves / 1 h / -35 - 20 °C

2: 88 percent / NIS; TESOTf / CH₂Cl₂ / 0.25 h / 20 °C

With 2,4,6-trimethyl-pyridine; N-iodo-succinimide; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; silver trifluoromethanesulfonate; In dichloromethane; 1: glycosylation / 2: Substitution;

DOI:10.1080/07328300008544063

Reference yield:

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → octyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside (263759-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / sym-collidine; AgOTf; 4 Angstroem molecular sieves / 1 h / -35 - 20 °C

2: 88 percent / NIS; TESOTf / CH₂Cl₂ / 0.25 h / 20 °C

With 2,4,6-trimethyl-pyridine; N-iodo-succinimide; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; silver trifluoromethanesulfonate; In dichloromethane; 1: glycosylation / 2: Substitution;

DOI:10.1080/07328300008544063

upstream raw materials:

octanol

pent-4-enyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

pent-4-enyl 3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside