2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine
- Product Name
- 2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine
- CAS No.
- 161599-46-8
- Chemical Name
- 2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine
- Synonyms
- DFCR;Capecitabine Impurity D;Capecitabine Impurity M;InterMediate of Capecitabine;uorocytidine;Capecitabine-2;-5'-deoxy-5-fL;2',3'-Di-O-acetyL;Capecitabine Imp.D;Capecitabine USP IMp.D
- CBNumber
- CB81090886
- Molecular Formula
- C13H16FN3O6
- Formula Weight
- 329.28
- MOL File
- 161599-46-8.mol
2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine Property
- Melting point:
- 196-198C
- Boiling point:
- 427.4±55.0 °C(Predicted)
- Density
- 1.57±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,2-8°C
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 2.49±0.10(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C13H16FN3O6/c1-5-9(22-6(2)18)10(23-7(3)19)12(21-5)17-4-8(14)11(15)16-13(17)20/h4-5,9-10,12H,1-3H3,(H2,15,16,20)/t5-,9-,10-,12-/m1/s1
- InChIKey
- NWJBWNIUGNXJGO-YHHSPFQVSA-N
- SMILES
- C[C@H]1O[C@@H](N2C=C(F)C(N)=NC2=O)[C@H](OC(=O)C)[C@@H]1OC(=O)C
- CAS DataBase Reference
- 161599-46-8(CAS DataBase Reference)
Safety
- Safety Statements
- 24/25
- HS Code
- 29389090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D4969
- Product name
- 2',3'-Di-O-acetyl-5'-deoxy-5-fluorocytidine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $56
- Updated
- 2026/03/19
- Product number
- D4969
- Product name
- 2',3'-Di-O-acetyl-5'-deoxy-5-fluorocytidine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $168
- Updated
- 2026/03/19
- Product number
- D4969
- Product name
- 2',3'-Di-O-acetyl-5'-deoxy-5-fluorocytidine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $447
- Updated
- 2026/03/19
- Product number
- D322500
- Product name
- 2’,3’-Di-O-acetyl-5’-deoxy-5-fluorocytidine
- Packaging
- 10g
- Price
- $770
- Updated
- 2021/12/16
- Product number
- B773
- Product name
- 2',3'-Di-O-acetyl-5'-deoxy-5-fluorocytidine
- Packaging
- 100g
- Price
- $850
- Updated
- 2021/12/16
2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine Chemical Properties,Usage,Production
Chemical Properties
White to Off-White Solid
Uses
Capecitabine intermediate
Uses
A metabolite of Capecitabine. Capecitabine Diacetyl Amino Impurity (USP).
Definition
ChEBI: A member of the class of cytidines that is a metabolite of the drug capecitabine.
Synthesis
The synthesis of 2',3'-Di-O-acetyl-5'-deoxy-5-fluoro-D-cytidine requires two steps, as follows:
(1) Synthesis of 2',3'-Di-O-acetyl-5-fluorocytidine
Under nitrogen atmosphere, add 38.7 g of 2',3',5'-tri-O-acetyl-5-fluorocytidine to 200 mL of 2-methyl-2-oxobutanone. When the temperature is lowered to -5 to 0°C, add 29.5 g of (t-Bu)₂Sn(OH)Cl. Maintained at this temperature for 2 hours, then the solvent was removed under reduced pressure. The residue was filtered through silica gel (50 g, 300–400 mesh), eluted with chloroform, and the eluate concentrated to dryness under reduced pressure. A white solid (32.2 g) was obtained, yielding 93.3% with a purity of 98.6%.
(2) Synthesis of 2',3'-Di-O-acetyl-5'-deoxy-5-fluoro-D-cytidine
Under nitrogen atmosphere, add 32.2 g 2',3'-di-O-acetyl-5-fluorocytidine and 31.7 g trifluoroacetic acid to 200 mL chloroform. Maintain temperature at -10 to -5°C and add 14.1 g triethylsilane dropwise. After completion of addition, react at this temperature for 3 h. Upon completion of the reaction as indicated by TLC, the residue was washed twice with 300 ml purified water and once with 200 ml saturated sodium bicarbonate solution. After drying and evaporating to dryness, 80 g ethanol was added for recrystallisation. The mixture was cooled to 0–5°C, filtered under vacuum, and dried to yield 29.5 g of product. The yield was 96.1% with a purity of 99.7%.
2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine manufacturers
- Product
- 2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine 161599-46-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20tons
- Release date
- 2025-08-26
- Product
- 2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine 161599-46-8
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%min
- Supply Ability
- 500kg
- Release date
- 2021-10-29
- Product
- 2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine 161599-46-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100 mt
- Release date
- 2025-03-12