8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

Base Information

• Chemical Name: 8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside
• CAS No.: 432022-71-4
• Molecular Formula: C₅₉H₆₂O₁₉
• Molecular Weight: 1075.13
• Mol file: 432022-71-4.mol

Synonyms:8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

Chemical Property of 8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

There total 2 articles about 8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside 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: 86.0%

Triethyl orthoacetate (78-39-7) + 8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside (160720-73-0) → 8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside (432022-71-4)

Guidance literature:

With camphor-10-sulfonic acid; In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-2004-831188

Reference yield:

8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-3',4'-O-isopropylidene-β-D-lactoside (191034-33-0) → 8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside (432022-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. AcOH / 60 °C

2: 86 percent / camphorsulfonic acid / tetrahydrofuran / 20 °C

With camphor-10-sulfonic acid; acetic acid; In tetrahydrofuran;

DOI:10.1055/s-2004-831188

Reference yield:

8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside (432022-71-4) + benzyl 1-thio-2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside (210358-01-3) → 8-methoxycarbonyloctyl-O-(2,3,4,6-O-benzyl-α-D-galactopyranosyl)-(1->3)-(4-O-acetyl-2',6'-di-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Guidance literature:

8-methoxycarbonyloctyl-4'-O-acetyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside; With copper(ll) bromide; 4 A molecular sieve; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

benzyl 1-thio-2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1055/s-2004-831188

upstream raw materials:

Triethyl orthoacetate

8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-β-D-lactoside

8-methoxycarbonyloctyl-2,3,6,2',6'-penta-O-benzoyl-3',4'-O-isopropylidene-β-D-lactoside