1,3,5-tri-O-benzoyl-2-O-(methylsulfonyl)pentofuranose

Base Information

• Chemical Name: 1,3,5-tri-O-benzoyl-2-O-(methylsulfonyl)pentofuranose
• CAS No.: 7702-26-3
• Molecular Formula: C27H24 O10 S
• Molecular Weight: 540.548
• Mol file: 7702-26-3.mol

Synonyms:NSC400293;

Chemical Property of 1,3,5-tri-O-benzoyl-2-O-(methylsulfonyl)pentofuranose

Chemical Property:

• Vapor Pressure: 1.81E-19mmHg at 25°C
• Refractive Index: 1.621
• Boiling Point: 700.5°Cat760mmHg
• Flash Point: 377.4°C
• Density: 1.42g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,5-tri-O-benzoyl-2-O-(methylsulfonyl)pentofuranose

There total 3 articles about 1,3,5-tri-O-benzoyl-2-O-(methylsulfonyl)pentofuranose 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: 94.7%

methanesulfonyl chloride (124-63-0) + 1,3,5-tri-O-benzoyl-α-D-ribofuranoside (22224-41-5) → 2-O-(methylsulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose (7702-26-3)

Guidance literature:

With pyridine; at 0 ℃; for 3h;

DOI:10.1021/jo00219a048

Reference yield:

silver benzoate (532-31-0) → 2-O-(methylsulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose (7702-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene

2: pyridine

With pyridine; benzene;

DOI:10.1021/ja01599a048

Reference yield:

→ 2-O-(methylsulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose (7702-26-3)

Guidance literature:

aus Ribofuranose 5a nach der Methode von Ness, Fletcher; Am.78 <1956> 4710;

upstream raw materials:

methanesulfonyl chloride

1,3,5-tri-O-benzoyl-α-D-ribofuranoside

silver benzoate

Downstream raw materials:

(2S,3S,4R,5R)-2-Methoxy-tetrahydro-pyran-3,4,5-triol

(2R,3S,4R,5R)-5-((benzoyloxy)methyl)-3-[¹⁸F]fluoro-tetrahydrofuran-2,4-diyl dibenzoate

methyl tri-O-benzoyl-α-D-arabinopyranoside

Refernces

• 1、 Chavis,Dumont,Imbach. "Synthesis of tri-O-acyl-1,3,5-alpha-D-ribofuranoses specifically substituted in position 2". . p. 133 - 147,137,138. Retrieved 2007/10/07.