1,5-Di-O-(4-methylbenzoyl)-2,3-O-isopropylidene-beta-D-ribofuranose

Base Information

• Chemical Name: 1,5-Di-O-(4-methylbenzoyl)-2,3-O-isopropylidene-beta-D-ribofuranose
• CAS No.: 86042-28-6
• Molecular Formula: C₂₄H₂₆O₇
• Molecular Weight: 426.466
• Mol file: 86042-28-6.mol

Synonyms:1,5-Di-O-(4-methylbenzoyl)-2,3-O-isopropylidene-beta-D-ribofuranose;

Chemical Property of 1,5-Di-O-(4-methylbenzoyl)-2,3-O-isopropylidene-beta-D-ribofuranose

Chemical Property:

• Refractive Index: 1.583
• Boiling Point: 541.3 °C at 760 mmHg
• Flash Point: 233.6 °C
• PSA: 80.29000
• Density: 1.27 g/cm³
• LogP: 3.56220
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

1,5-Di-O-(4-methylbenzoyl)-2,3-O-isopropylidene-beta-D-ribofuranose 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,5-Di-O-(4-methylbenzoyl)-2,3-O-isopropylidene-beta-D-ribofuranose

There total 1 articles about 1,5-Di-O-(4-methylbenzoyl)-2,3-O-isopropylidene-beta-D-ribofuranose 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: 76.0%

2,3-O-isopropylidene-D-ribofuranose (67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1) + 4-methyl-benzoyl chloride (874-60-2) → 2,3-O-Isopropylidene-1,5-di-O-p-toluoyl-β-D-ribofuranose (86042-28-6)

Guidance literature:

In pyridine;

DOI:10.1016/0008-6215(83)88141-5

Reference yield: 36.0%

acetic anhydride (108-24-7) + 2,3-O-Isopropylidene-1,5-di-O-p-toluoyl-β-D-ribofuranose (86042-28-6) → 1,2,3-tri-O-acetyl-5-O-p-toluyl-β-D-ribofuranose (86042-29-7)

Guidance literature:

With sulfuric acid; acetic acid; In dichloromethane; for 17h; Ambient temperature;

DOI:10.1016/0008-6215(83)88141-5

Reference yield:

2,3-O-Isopropylidene-1,5-di-O-p-toluoyl-β-D-ribofuranose (86042-28-6) → 1,2,3-tri-O-benzoyl-5-O-p-toluyl-β-D-ribofuranose (86042-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / H₂O / 4 h / Ambient temperature

2: 81 percent / pyridine

With trifluoroacetic acid; In pyridine; water;

DOI:10.1016/0008-6215(83)88141-5

upstream raw materials:

2,3-O-isopropylidene-D-ribofuranose

4-methyl-benzoyl chloride

Downstream raw materials:

1,2,3-tri-O-acetyl-5-O-p-toluyl-β-D-ribofuranose

4-Methyl-benzoic acid (3aR,4R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

4-Methyl-benzoic acid (3aR,4R,6S,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

4-Methyl-benzoic acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

Refernces