5'-Deoxy-5-fluoro-2',3'-O-isopropylidene-D-cytidine

Base Information

• Chemical Name: 5'-Deoxy-5-fluoro-2',3'-O-isopropylidene-D-cytidine
• CAS No.: 66335-37-3
• Molecular Formula: C12H16FN3O4
• Molecular Weight: 285.275
• Mol file: 66335-37-3.mol

Synonyms:5'-Deoxy-2',3'-O-Isopropylidene-5-Fluoro-D-Cytidine;5'-Deoxy-2',3'-O-isopropylidene-5-fluorocytidine;

Chemical Property of 5'-Deoxy-5-fluoro-2',3'-O-isopropylidene-D-cytidine

Chemical Property:

• Boiling Point: 384.1 ºC at 760 mmHg
• PKA: 2.39±0.10(Predicted)
• Flash Point: 186.1 ºC
• PSA: 88.60000
• Density: 1.63 g/cm³
• LogP: 0.98320

Purity/Quality:

99% ^*data from raw suppliers

5’-Deoxy-2’,3’-O-isopropylidene-5-fluorocytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5’-Deoxy-2’,3’-O-isopropylidene-5-fluorocytidine (cas# 66335-37-3) is a compound useful in organic synthesis.

Technology Process of 5'-Deoxy-5-fluoro-2',3'-O-isopropylidene-D-cytidine

There total 2 articles about 5'-Deoxy-5-fluoro-2',3'-O-isopropylidene-D-cytidine 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:

2,3-O-isopropylidene-3-O-acetyl-5-deoxy-D-ribose (1071455-33-8) + 2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine (111878-21-8) → 5'-deoxy-2',3'-O-isopropylidene-5-fluorocytidine (66335-37-3)

Guidance literature:

2,3-O-isopropylidene-3-O-acetyl-5-deoxy-D-ribose; 2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine; In dichloromethane; at 0 - 5 ℃; for 0.166667h;

With tin(IV) chloride; In dichloromethane; at 0 - 30 ℃; for 2h;

Reference yield:

→ 5'-deoxy-2',3'-O-isopropylidene-5-fluorocytidine (66335-37-3)

Guidance literature:

Fluorcytidin 17, H2;

DOI:10.1021/jm00197a010

Reference yield: 73.0%

2-(triphenylmethylthio)ethanoic acid (34914-36-8) + 5'-deoxy-2',3'-O-isopropylidene-5-fluorocytidine (66335-37-3) → 2′,3′-O-isopropyliden-5′-deoxy-5-fluoro-N4-[2-(tritylmercapto)acetyl]cytidine

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 2 - 24h;

DOI:10.3390/molecules25153470

upstream raw materials:

2,3-O-isopropylidene-3-O-acetyl-5-deoxy-D-ribose

2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine

Downstream raw materials:

5'-deoxy-5-fluorocytidine