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

Base Information

• Chemical Name: methyl 2,4-di-O-benzyl-6-O-(3,6-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside
• CAS No.: 79317-25-2
• Molecular Formula: C₆₈H₇₆O₁₆
• Molecular Weight: 1149.34
• Mol file: 79317-25-2.mol

Synonyms:methyl 2,4-di-O-benzyl-6-O-(3,6-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property of methyl 2,4-di-O-benzyl-6-O-(3,6-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,4-di-O-benzyl-6-O-(3,6-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 9 articles about methyl 2,4-di-O-benzyl-6-O-(3,6-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-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:

methyl 3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,4-di-O-benzyl-6-O-(2,4-di-O-acetyl-3,6-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (79317-24-1) → methyl 2,4-di-O-benzyl-6-O-(3,6-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (79317-25-2)

Guidance literature:

Zemplen deacetylation;

DOI:10.1016/S0008-6215(00)80764-8

Reference yield:

methyl 2,4-di-O-benzyl-α-D-mannopyranoside (58341-67-6,67381-34-4,86172-91-0,86342-19-0,67381-29-7) → methyl 2,4-di-O-benzyl-6-O-(3,6-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (79317-25-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 49.5 percent / AgOSO₂CF₃, 1,1,3,3-tetramethylurea / 1,2-dichloro-ethane / 21 h / 20 °C

2: 61.9 percent / AgOSO₂CF₃, 1,1,3,3-tetramethylurea / 1,2-dichloro-ethane / 72 h / 20 °C

3: 2 M NaOMe / methanol; various solvent(s) / 3 h / 20 °C

With sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; In methanol; 1,2-dichloro-ethane;

DOI:10.1016/0008-6215(83)88189-0

Reference yield:

2,4-di-O-acetyl-3,6-di-O-benzyl-α-D-mannopyranose (79330-99-7) → methyl 2,4-di-O-benzyl-6-O-(3,6-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (79317-25-2)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂, DMF / 1,2-dichloro-ethane / 14 h / 15 - 20 °C

2: 49.5 percent / AgOSO₂CF₃, 1,1,3,3-tetramethylurea / 1,2-dichloro-ethane / 21 h / 20 °C

3: 61.9 percent / AgOSO₂CF₃, 1,1,3,3-tetramethylurea / 1,2-dichloro-ethane / 72 h / 20 °C

4: 2 M NaOMe / methanol; various solvent(s) / 3 h / 20 °C

With thionyl chloride; sodium methylate; silver trifluoromethanesulfonate; N,N-dimethyl-formamide; tetramethylurea; In methanol; 1,2-dichloro-ethane;

DOI:10.1016/0008-6215(83)88189-0

upstream raw materials:

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

methyl 2,4-di-O-benzyl-α-D-mannopyranoside

benzyl bromide

allyl α-D-mannopyranoside

Downstream raw materials:

C₁₂₈H₁₃₃N₃O₄₃