8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside

Base Information

• Chemical Name: 8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside
• CAS No.: 221679-12-5
• Molecular Formula: C₆₄H₇₆O₁₃
• Molecular Weight: 1053.3
• Mol file: 221679-12-5.mol

Synonyms:8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside

Chemical Property of 8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside

There total 4 articles about 8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside 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: 95.0%

8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-mannopyranoside → 8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside (221679-12-5)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;

DOI:10.1039/a809798d

Reference yield:

Phenyl 2,3,4,6-tetra-O-benzyl-1-seleno-α-D-mannopyranoside → 8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside (221679-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / molecular sieves 4 Angstroem; NIS; TfOH / CH₂Cl₂; diethyl ether

2: 95 percent / TBAF; AcOH / tetrahydrofuran

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Glycosidation / 2: Silyl ether cleavage;

Reference yield:

9-[(2R,3S,4S,5S,6R)-3,5-Bis-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester (171192-42-0) → 8-Methoxycarbonyloctyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl-(1->3)-2,4-di-O-benzyl-β-D-mannopyranoside (221679-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / molecular sieves 4 Angstroem; NIS; TfOH / CH₂Cl₂; diethyl ether

2: 95 percent / TBAF; AcOH / tetrahydrofuran

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Glycosidation / 2: Silyl ether cleavage;

upstream raw materials:

9-[(2R,3S,4S,5S,6R)-3,5-Bis-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester