methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside

Base Information

• Chemical Name: methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside
• CAS No.: 101024-31-1
• Molecular Formula: C₃₇H₄₄O₁₇
• Molecular Weight: 760.746
• Mol file: 101024-31-1.mol

Synonyms:methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside

Chemical Property of methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside

There total 3 articles about methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside 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: 42.5%

methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl bromide)onate (85382-87-2) → methyl-4,5,7,8-tetra-O-acetyl-2,6-anhydro-2,3-dideoxy-D-manno-oct-2-enosonat (85382-90-7) + methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside (101024-31-1)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; In acetonitrile; for 20h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90455-5

Reference yield: 11.0%

methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl bromide)onate (85382-87-2) + methyl 5-O-benzoyl-2-O-benzyl-β-D-ribofuranoside (101024-26-4) → methyl-4,5,7,8-tetra-O-acetyl-2,6-anhydro-2,3-dideoxy-D-manno-oct-2-enosonat (85382-90-7) + methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside (101024-31-1)

Guidance literature:

With 4 A molecular sieve; mercury(II) cyanide; In acetonitrile; for 20h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90455-5

Reference yield:

methyl 3'-O-benzoyl-β-D-apiofuranoside (5517-61-3) → methyl 5-O-benzoyl-2-O-benzyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside (101024-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) dibutyltin oxide / 1.) benzene, reflux, 2.5 h 2.) N,N-dimethylformamide, 85 deg C, 18 h

2: 42.5 percent / Hg(CN)2, molecular sieve 4A / acetonitrile / 20 h / Ambient temperature

With 4 A molecular sieve; mercury(II) cyanide; di(n-butyl)tin oxide; In acetonitrile;

DOI:10.1016/S0008-6215(00)90455-5

upstream raw materials:

methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl bromide)onate

methyl 5-O-benzoyl-2-O-benzyl-β-D-ribofuranoside

methyl 3'-O-benzoyl-β-D-apiofuranoside

Downstream raw materials:

methyl 5-O-benzoyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-β-D-ribofuranoside

methyl 5-O-benzoyl-3-O-(4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylono-1',2-lactone)-β-D-ribofuranoside

methyl 5-O-benzoyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranoside

methyl 5-O-benzoyl-3-O-(methyl 4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosylonate)-2-O-(2,3,5-tri-O-benzoyl-α-D-ribofuranosyl)-β-D-ribofuranoside