methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside
• CAS No.: 1079152-27-4
• Molecular Formula: C₄₂H₄₄O₁₈
• Molecular Weight: 836.801
• Mol file: 1079152-27-4.mol

Synonyms:methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

Chemical Property of methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside

There total 4 articles about methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-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: 72.0%

methyl 2,3,4-tri-O-benzoylglucopyranoside (34234-44-1) + 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranosyl N-phenyl trifluoroacetimidate (1079152-16-1) → methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (1079152-27-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 2h; stereoselective reaction; Molecular sieve;

DOI:10.1002/ejoc.200800503

Reference yield: 40.0%

methyl 2,3,4-tri-O-benzoylglucopyranoside (34234-44-1) + 3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose (3254-16-8,4435-05-6,19189-54-9,29748-21-8,50801-29-1,64727-26-0,64727-27-1,65338-02-5,67672-68-8,78418-55-0,80877-03-8,103002-27-3,103002-29-5,132562-62-0) → methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (1079152-27-4) + methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (604-70-6,4860-85-9,5019-22-7,5019-23-8,5019-24-9,5019-25-0,14795-19-8,17460-42-3,19189-52-7,25217-94-1,30657-67-1,34254-54-1,39598-81-7,39598-82-8,39598-85-1,39598-86-2,39598-90-8,39598-92-0,41398-87-2,51819-80-8,51819-84-2,51819-85-3,51819-86-4,51897-78-0,73136-69-3,75880-73-8,92619-79-9,92934-57-1,92934-58-2,114298-54-3,128657-15-8,132562-65-3,141042-95-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -30 ℃;

DOI:10.1002/ejoc.201200089

Reference yield:

C38H40O16 + acetic anhydride (108-24-7) → methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside (1079152-27-4)

Guidance literature:

With pyridine; dmap; In dichloromethane;

DOI:10.1039/c4ra08241a

upstream raw materials:

methyl 2,3,4-tri-O-benzoylglucopyranoside

2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranosyl N-phenyl trifluoroacetimidate

3,4,6-tri-O-acetyl-1,2-O-(1-methoxyethylidene)-β-D-mannopyranose

D-glucal triacetate