2-Deoxy-2,2-difuoro-D-ribofuranose-3,5-dibenzoate

Base Information

• Chemical Name: 2-Deoxy-2,2-difuoro-D-ribofuranose-3,5-dibenzoate
• CAS No.: 153012-08-9
• Molecular Formula: C₁₉H₁₆F₂O₆
• Molecular Weight: 378.329
• Mol file: 153012-08-9.mol

Synonyms:2-DEOXY-2,2-DIFLUORO-D-RIBOFURANOSE-3,5-;2-DEOXY-2,2-DIFUORO-D-RIBOFURANOSE-3,5-DIBENZOATE;2-DEOXY-2,2-DIFUORO-D-RIBOFURANOSE-3,5-DIBENZOATE(FORGEMCITABINE);(2R,3R)-4,4-Difluoro-2,5-dihydroxypentane-1,3-diyl dibenzoate

Chemical Property of 2-Deoxy-2,2-difuoro-D-ribofuranose-3,5-dibenzoate

Chemical Property:

• Vapor Pressure: 1.18E-10mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 495.9°C at 760 mmHg
• PKA: 12.37±0.20(Predicted)
• Flash Point: 253.7°C
• PSA: 82.06000
• Density: 1.41g/cm³
• LogP: 2.42150

Purity/Quality:

99% ^*data from raw suppliers

2-deoxy-2,2-difluoro-Dribofuranose-3,5-dibenzoate 98 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: chemotherapeutic agent

Technology Process of 2-Deoxy-2,2-difuoro-D-ribofuranose-3,5-dibenzoate

There total 2 articles about 2-Deoxy-2,2-difuoro-D-ribofuranose-3,5-dibenzoate 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%

C25H21F2NO5 → C19H16F2O6 (153012-08-9)

Guidance literature:

With hydrogenchloride; In water; toluene; at 35 ℃; for 24h;

Reference yield:

2-deoxy-2,2-difluoro-D-erythro-pentonic acid γ-lactone 3,5-dibenzoate (122111-01-7,122111-02-8) → C19H16F2O6 (153012-08-9) + C19H18F2O6 + (2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate (1173824-58-2,143157-25-9,143157-22-6)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at -78 ℃; for 3h; Overall yield = 89.7 percent; Overall yield = 33.9 g;

Reference yield: 97.8%

C19H16F2O6 (153012-08-9) + methanesulfonyl chloride (124-63-0) → 3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose (134877-42-2,134877-43-3,122111-11-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h;

upstream raw materials:

2-deoxy-2,2-difluoro-D-erythro-pentonic acid γ-lactone 3,5-dibenzoate

Downstream raw materials:

3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

Refernces