methyl 5-O-benzoyl-2-O-[5-O-benzoyl-2-O-benzyl-3-O-(4-nitrobenzoyl)-beta-D-ribofuranosyl]-3-O-benzyl-beta-D-ribofuranoside

Base Information

• Chemical Name: methyl 5-O-benzoyl-2-O-[5-O-benzoyl-2-O-benzyl-3-O-(4-nitrobenzoyl)-beta-D-ribofuranosyl]-3-O-benzyl-beta-D-ribofuranoside
• CAS No.: 101024-40-2
• Molecular Formula: C₄₆H₄₃NO₁₄
• Molecular Weight: 833.846
• Mol file: 101024-40-2.mol

Synonyms:

Chemical Property of methyl 5-O-benzoyl-2-O-[5-O-benzoyl-2-O-benzyl-3-O-(4-nitrobenzoyl)-beta-D-ribofuranosyl]-3-O-benzyl-beta-D-ribofuranoside

Chemical Property:

• Vapor Pressure: 2.51E-32mmHg at 25°C
• Boiling Point: 890.2°Cat760mmHg
• Flash Point: 279.3°C
• Density: 1.37g/cm³

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 5-O-benzoyl-2-O-[5-O-benzoyl-2-O-benzyl-3-O-(4-nitrobenzoyl)-beta-D-ribofuranosyl]-3-O-benzyl-beta-D-ribofuranoside

There total 5 articles about methyl 5-O-benzoyl-2-O-[5-O-benzoyl-2-O-benzyl-3-O-(4-nitrobenzoyl)-beta-D-ribofuranosyl]-3-O-benzyl-beta-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: 92.0%

4-nitro-benzoyl chloride (122-04-3) + methyl 5-O-benzoyl-2-O-(5-O-benzoyl-2-O-benzyl-β-D-ribofuranosyl)-3-O-benzyl-β-D-ribofuranoside (101024-39-9) → methyl 5-O-benzoyl-2-O-<5-O-benzoyl-2-O-benzyl-3-O-(p-nitrobenzoyl)-β-D-ribofuranosyl>-3-O-benzyl-β-D-ribofuranoside (101024-40-2)

Guidance literature:

With pyridine; for 20h; Ambient temperature;

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

Reference yield:

methyl 5-O-benzoyl-3-O-benzyl-β-D-ribofuranoside (101024-28-6) → methyl 5-O-benzoyl-2-O-<5-O-benzoyl-2-O-benzyl-3-O-(p-nitrobenzoyl)-β-D-ribofuranosyl>-3-O-benzyl-β-D-ribofuranoside (101024-40-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / N,N,N,N-tetramethylurea, silver triflate / CH₂Cl₂ / 3 h / Ambient temperature; in dark

2: 50 percent / 0.2 M sodium methoxide / methanol / 1.08 h / Ambient temperature

3: 1.) dibutyltin oxide 2.) molecular sieve 4A / 1.) benzene, reflux, 5 h 2.) N,N-dimethylformamide, 80-85 deg C, 48 h

4: 92 percent / pyridine / 20 h / Ambient temperature

With pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; tetramethylurea; In methanol; dichloromethane;

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

Reference yield:

methyl 5-O-benzoyl-3-O-benzyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranoside (101024-37-7) → methyl 5-O-benzoyl-2-O-<5-O-benzoyl-2-O-benzyl-3-O-(p-nitrobenzoyl)-β-D-ribofuranosyl>-3-O-benzyl-β-D-ribofuranoside (101024-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / 0.2 M sodium methoxide / methanol / 1.08 h / Ambient temperature

2: 1.) dibutyltin oxide 2.) molecular sieve 4A / 1.) benzene, reflux, 5 h 2.) N,N-dimethylformamide, 80-85 deg C, 48 h

3: 92 percent / pyridine / 20 h / Ambient temperature

With pyridine; 4 A molecular sieve; sodium methylate; di(n-butyl)tin oxide; In methanol;

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

upstream raw materials:

4-nitro-benzoyl chloride

methyl 5-O-benzoyl-2-O-(5-O-benzoyl-2-O-benzyl-β-D-ribofuranosyl)-3-O-benzyl-β-D-ribofuranoside

methyl 5-O-benzoyl-3-O-benzyl-β-D-ribofuranoside

methyl 5-O-benzoyl-2-O-(5-O-benzoyl-β-D-ribofuranosyl)-3-O-benzyl-β-D-ribofuranoside