2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate

Base Information

• Chemical Name: 2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate
• CAS No.: 101155-32-2
• Molecular Formula: C₁₄H₁₆FO₇P
• Molecular Weight: 346.249
• Mol file: 101155-32-2.mol

Synonyms:2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate

Chemical Property of 2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate

There total 1 articles about 2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate 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: 61.0%

2,3-O-isopropylidene-D-ribofuranose (67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1) + 2-fluorophenyl phosphorochloridate (53676-17-8) → 2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate (101155-32-2)

Guidance literature:

With pyridine; In dichloromethane; 0 deg C, 12 h, RT, 12 h;

DOI:10.1246/cl.1985.1087

Reference yield: 81.0%

5,6-dimethyl-1H-benzo[d]imida-zole (582-60-5) + 2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate (101155-32-2) → triethylammonium salt of 1-<5-O-(2-fluorophenyl)phosphono-2,3-O-isopropylidene-α-D-ribofuranosyl>-5,6-dimethylbenzimidazole (101155-36-6)

Guidance literature:

With n-butyllithium; tin(II) bromide; In tetrahydrofuran; hexane; at 0 - 22 ℃;

DOI:10.1246/cl.1985.1087

Reference yield: 57.0%

3,5-dimethyl-1H-pyrazole (67-51-6) + 2,3-O-isopropylidene-β-D-ribofuranose cyclic 1,5-(2-fluorophenyl)phosphate (101155-32-2) → Phosphoric acid (3aR,4R,6S,6aR)-6-(3,5-dimethyl-pyrazol-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 2-fluoro-phenyl ester; compound with triethyl-amine (101155-38-8)

Guidance literature:

With n-butyllithium; tin(II) bromide; In tetrahydrofuran; hexane; for 48h; Ambient temperature;

DOI:10.1246/cl.1985.1087

upstream raw materials:

2,3-O-isopropylidene-D-ribofuranose

2-fluorophenyl phosphorochloridate

Downstream raw materials:

Phosphoric acid (3aR,4R,6S,6aR)-6-(3,5-dimethyl-pyrazol-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 2-fluoro-phenyl ester; compound with triethyl-amine

triethylammonium salt of 1-<5-O-(2-fluorophenyl)phosphono-2,3-O-isopropylidene-α-D-ribofuranosyl>-5,6-dimethylbenzimidazole

Phosphoric acid (3aR,4R,6S,6aR)-2,2-dimethyl-6-(6-piperidin-1-yl-purin-9-yl)-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 2-fluoro-phenyl ester; compound with triethyl-amine