Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate
- Product Name
- Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate
- CAS No.
- 106939-34-8
- Chemical Name
- Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate
- Synonyms
- 7h-Pyrido[1,2,3-De]-1,4-Benzoxazine-6-Carboxylic Acid;(S)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid Ethyl Ester;Ethyl (S)-9;Levofloxacin-13;LEVOFLOXACIN ESTER;Ofloxacin Ethyl Ester;3-dihydro-7H-pyrido[1;LEVOFLOXACINCYCLIZEDESTER;Levofloxacin cyclic ester;4-benzoxazine-6-carboxylate
- CBNumber
- CB1949760
- Molecular Formula
- C15H13F2NO4
- Formula Weight
- 309.26
- MOL File
- 106939-34-8.mol
Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate Property
- Melting point:
- 258-260°C
- Boiling point:
- 442.2±45.0 °C(Predicted)
- Density
- 1.43±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- Acetic Acid (Slightly), Chloroform (Slightly), Methanol (Slightly, Heated)
- form
- Solid
- pka
- -3.62±0.60(Predicted)
- color
- Off-White to Light Yellow
- InChI
- InChI=1S/C15H13F2NO4/c1-3-21-15(20)9-5-18-7(2)6-22-14-11(17)10(16)4-8(12(14)18)13(9)19/h4-5,7H,3,6H2,1-2H3/t7-/m0/s1
- InChIKey
- TZSXJUSNOOBBOP-ZETCQYMHSA-N
- SMILES
- O1C2=C(F)C(F)=CC3C(=O)C(C(OCC)=O)=CN(C2=3)[C@@H](C)C1
- CAS DataBase Reference
- 106939-34-8
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- D445748
- Product name
- (S)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylicAcidEthylEster
- Packaging
- 2g
- Price
- $240
- Updated
- 2021/12/16
- Product number
- FD21854
- Product name
- (S)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid ethyl ester
- Packaging
- 2g
- Price
- $280
- Updated
- 2021/12/16
- Product number
- 094167
- Product name
- (S)-Ethyl 9,10-difluoro-3-methyl-7-oxo-3,7-dihydro-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $284
- Updated
- 2021/12/16
- Product number
- FD21854
- Product name
- (S)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid ethyl ester
- Packaging
- 500mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- J52084
- Product name
- Levofloxacincyclizedester
- Packaging
- 1g
- Price
- $140
- Updated
- 2021/12/16
Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate Chemical Properties,Usage,Production
Chemical Properties
Off-White Pale Yellow Solid
Uses
Levofloxacin intermediate.
Synthesis
2749-11-3
141-78-6
94695-48-4
109-94-4
106939-34-8
Step 1: 2.6 g of sodium hydride (60% dispersed in mineral oil), 50 mL of anhydrous toluene and 8.8 g of ethyl acetate were added sequentially to a dry reaction flask. It was stirred under nitrogen protection until an off-white suspension was formed. Subsequently, 8.8 g of ethyl formate was added slowly and the reaction was stirred at room temperature until complete. Upon completion of the reaction, the mixture was filtered under reduced pressure, the filter cake was collected and washed with anhydrous ether, followed by vacuum drying to give a white solid formyl ethyl acetate sodium salt. Step 2: In another dry reaction flask, 50 mL of anhydrous toluene, 5.5 g of sodium salt of methylacetate and 1.5 g of ZIF-67 ZnCoZIF catalyst were added and mixed well with stirring at room temperature. 7.7 g of 2,3,4,5-tetrafluorobenzoyl chloride was added dropwise slowly, and after the reaction was complete, 3.2 g of S-(+)-2-aminopropanol was added slowly and the reaction was heated to reflux temperature. After the reaction was completed, it was cooled to room temperature, an aqueous layer was added, the aqueous phase was extracted with toluene three times, the organic layers were combined, and the toluene was removed by distillation under reduced pressure to obtain the preliminary product. Step 3: The preliminary product obtained in step 2 was slowly added dropwise to 30 mL of anhydrous DMF solution containing 5.8 g of potassium fluoride, stirred and heated to reflux temperature for azeotropic dehydration. After completion of the reaction, DMF was removed by evaporation under reduced pressure and the residue was washed with water to neutrality to give a brown-yellow viscous solid. After vacuum drying, the intermediate (S)-(-)-9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid ethyl ester was obtained.
References
[1] Patent: CN108440562, 2018, A. Location in patent: Paragraph 0008; 0010-0015; 0016-0018; 0029
Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate manufacturers
- Product
- Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate 106939-34-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5tons
- Release date
- 2024-11-29
- Product
- LEVOFLOXACIN ACID ESTER 106939-34-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99.00%
- Supply Ability
- 20tons
- Release date
- 2023-09-13
- Product
- Ethyl (S)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate 106939-34-8
- Price
- US $100.00/KG
- Min. Order
- 100g
- Purity
- 99%
- Supply Ability
- 500ton/Month
- Release date
- 2021-10-20