ChemicalBook > CAS DataBase List > 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

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
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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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
O862005
Product name
5-OxorosuvastatinMethylEster
Packaging
25mg
Price
$95
Updated
2021/12/16
TRC
Product number
O862005
Product name
5-OxorosuvastatinMethylEster
Packaging
100mg
Price
$135
Updated
2021/12/16
TRC
Product number
O862005
Product name
5-OxorosuvastatinMethylEster
Packaging
250mg
Price
$185
Updated
2021/12/16
AK Scientific
Product number
B340
Product name
5-Oxorosuvastatinmethylester
Packaging
100mg
Price
$125
Updated
2021/12/16
American Custom Chemicals Corporation
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
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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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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 Suppliers

J & K SCIENTIFIC LTD.
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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

Hangzhou ICH Biofarm Co., Ltd
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
Career Henan Chemical Co
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

147118-39-6, Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesul fonylamino) pyrimidin-5-yl]-3-hydroxy-5-oxo-6(E)-heptenoateRelated Search:


  • 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
  • ZD-6
  • Methyl 7-[4-(4-FLUOROPHENYL)-6-ISO-PROPYL-2-(N-METHYL-N-METHYLSULFONYLAMINO)PYRIMIDIN-5-YL] -(3R,5R)-DIHYDROXY-(E)-6-HEPTENATE
  • Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-Methyl-N-Methanesul fonylaMino) pyriMidin-5-y
  • (R,E)-Methyl 7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-MethylMethylsulfonaMido)pyriMidin-5-yl)-3-hydroxy-5-oxohept-6-enoate
  • Methyl (+)-(3R)-7-[4-(4-fluorophenyl)- 6-isopropyl-2-(N-Methyl-NMethansulphonylaMino) pyriMidin-5-yl]-3-hydroxy-5-oxo- 6(E)-heptenoate
  • 5-Oxorosuvastatin Methyl ester
  • (R,E)-Methyl 7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)-pyrimidin-5-yl)-3-hy
  • (3R,6E)-7-[4-(4-Fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3-hydroxy-5-oxo-6-heptenoic acid methyl ester
  • Rosuvastatin 5-Oxo Acid Methyl Ester
  • Methyl 7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-Methyl-N-MethylsulfonylaMino)pyriMidin-5-yl]-(3R)-3-hydroxy-5-oxo-(E)-6-heptenate
  • Methyl(+)-(3-R)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methy
  • D36-C(GLS)
  • (R,E)-Methyl 7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)-pyrimidin-5-yl)-3
  • Methyl (+)-(3R)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesulfonylamino)pyrimidin-5-yl]
  • 6-Heptenoic acid, 7-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3-hydroxy-5-oxo-, methyl ester, (3R,6E)-
  • 6(E)-heptenoate
  • 7-[4-fluorophenyl]-6-isopropyl)-2-(N-Methyl-N-Meth...
  • Methyl (3R,6E)-7-[4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3-hydroxy-5-oxo-6-heptenoate
  • Metamizole Sodium Impurity 4-d6(Metamizole Sodium EP Impurity D-d6)
  • Methyl (R,E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl]-3-hydroxy-5-oxohept-6-enoate
  • 147118-39-6
  • C23H28FN3O6S