methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside
• CAS No.: 78077-23-3
• Molecular Formula: C₃₅H₄₂O₁₅
• Molecular Weight: 702.709

Synonyms:methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 5 articles about methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-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%

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (23392-28-1) + 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate (121238-27-5) → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside (78077-23-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 0.5h;

DOI:10.1016/S0008-6215(96)00245-5

Reference yield: 70.0%

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (23392-28-1) + acetobromomannose (13242-53-0) → methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside (78077-23-3)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; In nitromethane; at 40 ℃; for 3h;

DOI:10.1016/S0008-6215(00)85255-6

Reference yield: 18.0%

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (23392-28-1) + acetobromomannose (13242-53-0) → methyl 3-O-benzyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside (78077-24-4) + methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside (78077-23-3)

Guidance literature:

With mercury dibromide; In dichloromethane; for 24h;

DOI:10.1016/S0008-6215(96)00245-5

upstream raw materials:

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

acetobromomannose

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

2,3,4,6-tetra-O-acetyl-D-mannopyranose

Downstream raw materials:

methyl 3-O-benzyl-2,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

methyl 3-O-benzyl-2,4,6-tri-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-<6-O-(diphenoxy)phosphoryl-α-D-mannopyranosyl>-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-α-D-mannopyranosyl-α-D-mannopyranoside

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