benzyl 2,3,5-tri-O-benzoylpentofuranoside

Base Information

• Chemical Name: benzyl 2,3,5-tri-O-benzoylpentofuranoside
• CAS No.: 59556-69-3
• Molecular Formula: C33H28 O8
• Molecular Weight: 552.581
• Mol file: 59556-69-3.mol

Synonyms:Ribofuranoside,benzyl, tribenzoate (6CI); NSC 11745

Chemical Property of benzyl 2,3,5-tri-O-benzoylpentofuranoside

Chemical Property:

• Vapor Pressure: 6.37E-18mmHg at 25°C
• Boiling Point: 672°Cat760mmHg
• Flash Point: 281.7°C
• Density: 1.31g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl 2,3,5-tri-O-benzoylpentofuranoside

There total 12 articles about benzyl 2,3,5-tri-O-benzoylpentofuranoside 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: 100.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + benzyl alcohol (100-51-6,185532-71-2) → 2,3,5-tri-O-benzoyl-1-O-benzyl-β-D-ribofuranose (59556-69-3)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/c3ob41016a

Reference yield: 98.0%

p-tolyl 2,3,5-tri-O-benzoyl-1-thio-D-ribofuranoside + benzyl alcohol (100-51-6,185532-71-2) → 2,3,5-tri-O-benzoyl-1-O-benzyl-β-D-ribofuranose (59556-69-3)

Guidance literature:

p-tolyl 2,3,5-tri-O-benzoyl-1-thio-D-ribofuranoside; benzyl alcohol; With silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.25h; Molecular sieve;

With p-toluolsulfenyl bromide; In dichloromethane; 1,2-dichloro-ethane; at -78 - 0 ℃; for 0.0166667 - 0.25h;

DOI:10.1021/jo801408x

Reference yield: 85.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + tetrahydro-2-(benzyloxy)-2H-pyran (1927-62-4) → 2,3,5-tri-O-benzoyl-1-O-benzyl-β-D-ribofuranose (59556-69-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃;

DOI:10.1016/S0040-4039(00)77285-6

upstream raw materials:

benzyl-β-D-ribofuranoside

benzoyl chloride

O²,O³,O⁵-Tribenzoyl-D-ribose

benzyl alcohol

Downstream raw materials:

benzyl-β-D-ribofuranoside

O²,O³,O⁵-Tribenzoyl-D-ribose

benzyl 5-O-benzoyl-β-D-ribofuranoside

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