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Cas Database |
| Name |
2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose |
EINECS | 619-281-1 |
| CAS No. | 97614-43-2 | Density | 1.35 g/cm3 |
| PSA | 88.13000 | LogP | 3.98900 |
| Solubility | N/A | Melting Point |
74-77°C |
| Formula | C26H21FO7 | Boiling Point | 584.1 °C at 760 mmHg |
| Molecular Weight | 464.447 | Flash Point | 295.7 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
a-D-Arabinofuranose,2-deoxy-2-fluoro-, tribenzoate (9CI);2'-Fluoro-2'-deoxy-1,3,5-tri-O-benzoyl-a-D-arabinofuranose;1,3,5-Tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinose; |
Article Data | 12 |
2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose Synthetic route
- 97614-41-0
2-O-<(trifluoromethyl)sulfonyl>-1,3,5-tri-O-benzoyl-α-D-ribofuranose
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
| Conditions | Yield |
|---|---|
| With triethylamine tris(hydrogen fluoride) In ethyl acetate at 80℃; for 24h; Substitution; | 85% |
| With triethylamine tris(hydrogen fluoride); triethylamine In acetonitrile at 50℃; for 18h; | |
| With hydrogen fluoride; tetrabutylammonium bicarbonate In acetonitrile at 80℃; for 0.5h; |
- 22224-41-5
1,3,5-tri-O-benzoyl-α-D-ribofuranoside
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
| Conditions | Yield |
|---|---|
| With (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 50℃; | 83% |
| With diethylamino-sulfur trifluoride In dichloromethane at 40℃; | 75% |
| Multi-step reaction with 2 steps 1: pyridine / acetonitrile / 0.5 h / 20 °C 2: Et3N(HF)3; Et3N / acetonitrile / 18 h / 50 °C View Scheme | |
| Multi-step reaction with 2 steps 1: 100 percent / CH2Cl2; pyridine / -10 °C 2: 85 percent / Et3N*3HF / ethyl acetate / 24 h / 80 °C View Scheme | |
| With diethylamino-sulfur trifluoride |
- 97614-42-1
2-O-(imidazolylsulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
| Conditions | Yield |
|---|---|
| With triethylamine tris(hydrogen fluoride) In ethyl acetate at 60 - 70℃; for 4.5h; | 66.4% |
| Multi-step reaction with 2 steps 1: 77 percent / Et3N*HF / ethyl acetate 2: (But)4NF / ethyl acetate / 0.33 h / 70 °C View Scheme | |
| Multi-step reaction with 2 steps 1: Et3N*3HF / ethyl acetate / 20 - 60 °C 2: Et3N*3HF / ethyl acetate / 70 °C View Scheme |
- 97614-42-1
2-O-(imidazolylsulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose
A
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
B
- 97614-50-1
2-O-(fluorosulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose
| Conditions | Yield |
|---|---|
| With potassium hydrogen bifluoride; hydrogen fluoride In various solvent(s) at 160℃; for 1h; | A 62.8% B n/a |
- 97614-50-1
2-O-(fluorosulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose
A
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
| Conditions | Yield |
|---|---|
| With hydrogen fluoride; triethylamine In ethyl acetate at 71 - 72℃; for 4h; Product distribution; Further Variations:; Reagents; Solvents; reaction time; Substitution; | A 60.5% B n/a |
- 97614-41-0
2-O-<(trifluoromethyl)sulfonyl>-1,3,5-tri-O-benzoyl-α-D-ribofuranose
A
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In ethyl acetate at 71 - 72℃; for 0.333333h; Substitution; | A 34% B n/a |
- 107-21-1
ethylene glycol
- 97614-42-1
2-O-(imidazolylsulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose
A
- 38491-60-0
β-phenyl hydroxypropionate
B
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
C
- 97614-49-8
C28H26O9
| Conditions | Yield |
|---|---|
| With potassium hydrogen bifluoride; hydrogen fluoride In various solvent(s) at 160℃; for 1h; Product distribution; other reaction conditions; |
- 97614-50-1
2-O-(fluorosulfonyl)-1,3,5-tri-O-benzoyl-α-D-ribofuranose
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
| Conditions | Yield |
|---|---|
| With triethylamine tris(hydrogen fluoride) In ethyl acetate at 70℃; Yield given; | |
| With tetrabutyl ammonium fluoride In ethyl acetate at 70℃; for 0.333333h; Substitution; |
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
- 97614-44-3
2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide
| Conditions | Yield |
|---|---|
| With hydrogen bromide; acetic acid In dichloromethane at -5 - 20℃; for 18.33h; Inert atmosphere; | 100% |
| With hydrogen bromide; acetic acid In dichloromethane for 20h; Ambient temperature; | 99% |
| With hydrogen bromide; acetic acid In dichloromethane at 20℃; | 99% |
- 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
- 98855-71-1
((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate
| Conditions | Yield |
|---|---|
| With hydrogen bromide; acetic acid | 99% |
| With hydrogen bromide; acetic acid In dichloromethane at 20℃; | 99% |
| With acetic acid |
2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose Chemical Properties
Molecular Structure of 2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose (CAS NO. 97614-43-2):
IUPAC Name: [(2S,3S,4S)-5-Benzoyloxy-2-(benzoyloxymethyl)-4-fluorooxolan-3-yl] benzoate
Molecular Formula: C26H21FO7
Molecular Weight: 464.439143 g/mol
XLogP3-AA: 5.2
H-Bond Donor: 0
H-Bond Acceptor: 8
Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)OC(=O)C3=CC=CC=C3)F)OC(=O)C4=CC=CC=C4
Isomeric SMILES: C1=CC=C(C=C1)C(=O)OC[C@H]2[C@@H]([C@@H](C(O2)OC(=O)C3=CC=CC=C3)F)OC(=O)C4=CC=CC=C4
InChI: InChI=1S/C26H21FO7/c27-21-22(33-24(29)18-12-6-2-7-13-18)20(16-31-23(28)17-10-4-1-5-11-17)32-26(21)34-25(30)19-14-8-3-9-15-19/h1-15,20-22,26H,16H2/t20-,21-,22-,26?/m0/s1
InChIKey: JOAHVPNLVYCSAN-GAUDMLSGSA-N
Index of Refraction: 1.606
Molar Refractivity: 118.52 cm3
Molar Volume: 343.3 cm3
Surface Tension: 56.2 dyne/cm
Density: 1.35 g/cm3
Flash Point: 295.7 °C
Enthalpy of Vaporization: 87.29 kJ/mol
Boiling Point: 584.1 °C at 760 mmHg
Vapour Pressure: 1.24E-13 mmHg at 25 °C
Storage Temp.: 2-8 °C
2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose Safety Profile
Safety Information of 2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose (CAS NO. 97614-43-2):
WGK Germany: 3
2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose Specification
2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose with cas registry number of 97614-43-2 is also called for 1,3,5-Tri-O-benzoyl-2-deoxy-2-fluoro-alpha-D-arabinofuranose ; alpha-D-arabinofuranose, 2-deoxy-2-fluoro-, tribenzoate .
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