Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoate
- Product Name
- Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoate
- CAS No.
- 147118-39-6
- Chemical Name
- Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoate
- Synonyms
- ZD-6 ;D36-C(GLS);6(E)-heptenoate;5-Oxorosuvastatin Methyl ester;Rosuvastatin 5-Oxo Acid Methyl Ester;7-[4-fluorophenyl]-6-isopropyl)-2-(N-Methyl-N-Meth...;Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methy;Metamizole Sodium Impurity 4-d6(Metamizole Sodium EP Impurity D-d6);(R,E)-Methyl 7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)-pyrimidin-5-yl)-3;(R,E)-Methyl 7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)-pyrimidin-5-yl)-3-hy
- CBNumber
- CB2947400
- Molecular Formula
- C23H28FN3O6S
- Formula Weight
- 493.55
- MOL File
- 147118-39-6.mol
Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoate Property
- Melting point:
- 103-107°C
- Boiling point:
- 701.7±70.0 °C(Predicted)
- Density
- 1.311
- storage temp.
- 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 12.87±0.20(Predicted)
- color
- Pale Yellow to Yellow
N-Bromosuccinimide Price
- Product number
- O862005
- Product name
- 5-OxorosuvastatinMethylEster
- Packaging
- 25mg
- Price
- $95
- Updated
- 2021/12/16
- Product number
- O862005
- Product name
- 5-OxorosuvastatinMethylEster
- Packaging
- 100mg
- Price
- $135
- Updated
- 2021/12/16
- Product number
- O862005
- Product name
- 5-OxorosuvastatinMethylEster
- Packaging
- 250mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- B340
- Product name
- 5-Oxorosuvastatinmethylester
- Packaging
- 100mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- NUC0000956
- Product name
- METHYL 7-[4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-(N-METHYL-N-METHYLSULFONYLAMINO)PYRIMIDIN-5-YL]-(3R)-3-HYDROXY-5-OXO-(E)-6-HEPTENATE
- Purity
- 95.00%
- Packaging
- 25MG
- Price
- $288.75
- Updated
- 2021/12/16
Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoate Chemical Properties,Usage,Production
Uses
5-Oxorosuvastatin methyl ester is an intermediate in the synthesis of Rosuvasatatin (calcium salt: R700500), a 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitor that decreases high-sensitivity C-reactive protein (hsCRP) and cholesterol concentrations in the blood.
Synthesis
147118-38-5
147118-39-6
Under ice bath cooling conditions, 16 g of methyl 7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)-5-pyrimidinyl]-(3R)-tert-butyldimethylsilyloxy-5-oxo-(6E)-heptanoate (compound ii) was dissolved in 100 mL of acetonitrile. Subsequently, a 400 mL solution prepared from 48% hydrogen fluoride and acetonitrile at a volume ratio of 1:19 was slowly added dropwise. The reaction mixture was gradually warmed to room temperature and stirred continuously for 1.5 hours. Upon completion of the reaction, the reaction mixture was neutralized with sodium bicarbonate solution and subsequently extracted with ether. The organic layer was washed with aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. Eventually, the residual ether was removed by distillation to afford 13 g (yield: 100%) of the target product 7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]-(3R)-3-hydroxy-5-oxo-(E)-6-heptenoic acid methyl ester (Compound iii) in the form of a syrupy substance.
References
[1] Patent: WO2006/17357, 2006, A1. Location in patent: Page/Page column 15
[2] Patent: WO2003/97614, 2003, A2. Location in patent: Page/Page column 8; 13
[3] Patent: CN104910078, 2017, B. Location in patent: Paragraph 0012; 0034; 0038-0040; 0046; 0052; 0058; 0064
[4] Bioorganic and Medicinal Chemistry, 1997, vol. 5, # 2, p. 437 - 444
[5] Patent: WO2006/91771, 2006, A2. Location in patent: Page/Page column 26
Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoate manufacturers
- Product
- 5-Oxorosuvastatin Methyl Ester 147118-39-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 4KG
- Purity
- 99%
- Supply Ability
- 200
- Release date
- 2023-07-07
- Product
- Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoate 147118-39-6
- Price
- US $1.80-3.60/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 88KG
- Release date
- 2019-09-04