allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Base Information

• Chemical Name: allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside
• CAS No.: 187732-19-0
• Molecular Formula: C₄₇H₅₆O₁₂
• Molecular Weight: 812.954
• Mol file: 187732-19-0.mol

Synonyms:allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Chemical Property of allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

There total 12 articles about allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-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: 78.0%

allyl 2,6-dibenzyl-3-methyl-α-D-mannopyranoside (187732-08-7) + 1,4-di-O-acetyl-2,6-di-O-benzyl-3-O-methyl-α-D-mannopyranose (194594-70-2) → allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside (187732-19-0)

Guidance literature:

With molecular sieve; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1080/07328309708006545

Reference yield: 76.0%

allyl 2,6-dibenzyl-3-methyl-α-D-mannopyranoside (187732-08-7) + Acetic acid (2R,3R,4S,5S,6R)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester (187732-11-2) → allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside (187732-19-0)

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at -78 ℃; for 0.25h;

DOI:10.1016/S0008-6215(96)00239-X

Reference yield: 64.0%

allyl 2,6-dibenzyl-3-methyl-α-D-mannopyranoside (187732-08-7) + 4-acetyl-2,6-dibenzyl-3-methyl-D-mannopyranose → allyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside (187732-19-0)

Guidance literature:

With silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; at -60 - 0 ℃; for 21h;

DOI:10.1246/bcsj.75.1301

upstream raw materials:

allyl 2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Acetic acid (2R,3R,4S,5S,6R)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester

1,4-di-O-acetyl-2,6-di-O-benzyl-3-O-methyl-α-D-mannopyranose

benzyl bromide

Downstream raw materials:

(2R,3R,4S,5S,6R)-6-((2R,3R,4S,5S,6S)-6-Allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-ol