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ChemicalBook CAS DataBase List Pitavastatin calcium

Pitavastatin calcium synthesis

13synthesis methods
Pitavastatin Calcium is a competitive inhibitor of the enzyme HMGCR. Alternate studies show that pitavastatin can suppress oxygen production in endothelial cells by inhibiting Nox. In addition, pitavastatin reduces the expression of eNOS mRNA while increasing the NO dependent response stimulated by acetylcholine and the calcium ionophore, A23187.
Synthetic Routes
  • ROUTE 1
  • 202112074705643016.jpg

    Yagi, Yusuke; Kimura, Hiroyuki; Arimitsu, Kenji; Ono, Masahiro; Maeda, Kazuya; Kusuhara, Hiroyuki; Kajimoto, Tetsuya; Sugiyama, Yuichi; Saji, Hideo. The synthesis of [18F]pitavastatin as a tracer for hOATP using the Suzuki coupling. Organic & Biomolecular Chemistry. Volume 13. Issue 4. Pages 1113-1121. 2015.

  • ROUTE 2
  • 202112075300289764.jpg

    Reddy, Manne Satyanarayana; Eswaraiah, Sajja; Reddy, Maramreddy Sahadeva. Improved process for the preparation of highly pure pitavastatin and its pharmaceutically acceptable salts. Assignee MSN Laboratories Ltd., India. IN 2009CH00120. (2010).

  • ROUTE 3
  • 202112072461929285.jpg

    Nishino, Shigeyoshi; Yokoyama, Shuji; Kawachi, Yasuhiro; Sasaki, Hiroshi. Process for producing (3R,5S)-7-substituted-3,5-dihydroxyhept-6-enoic acid. Assignee Ube Industries, Ltd., Japan. WO 2002092570. (2002).

  • ROUTE 4
  • 202112073127870895.jpg

    Taddei, Maurizio; Balducci, Evita; Attolino, Emanuele; Mantegazza, Simone; Dell'anna, Gianmaria. Process for the preparation of statins. Assignee Dipharma Francis S.r.l., Italy. EP 2383260. (2011).

  • ROUTE 5
  • 202112075611135882.jpg

    Hwang, Seong Gwan; Lee, Su Jin. Method for preparation of pitavastatin intermediate and pitavastatin hemi-calcium salt. Assignee Mirae Fine Chem Co., Ltd., S. Korea. KR 2010052230. (2010).

  • ROUTE 6
  • 202112077399343530.jpg

    Wang, Bing; Li, Zebiao; Ding, Haiming; Miao, Pei. Method for preparing pitavastatin calcium intermediates. Assignee Nantong Changyou Pharmaceutical Technology Co., Ltd., Peop. Rep. China. CN 104016916. (2014).

  • ROUTE 7
  • 202112071749878943.jpg

    Zhu, Jianrong; Jin, Zhiping; Hua, Changhua; Chen, Jianyang. Intermediate used for preparing dihydroxy acid hydroxymethyl glutaryl coenzyme A reductase inhibitor, its preparation, and application. Assignee Zhejiang Jingxin Pharmaceutical Co., Ltd., Peop. Rep. China. CN 103288871. (2013).

  • ROUTE 8
  • 202112076035054368.jpg

    Reddy, Bandi Parthasaradhi; Reddy, Kura Rathnakar; Reddy, Dasari Muralidhara; Reddy, Samala Malla; Krishna, Bandi Vamsi. Novel polymorphs of pitavastatin calcium. Assignee Hetero Research Foundation, India. IN 2010CH03399. (2012).

  • ROUTE 9
  • 202112077966800358.jpg

    Sethi, Madhuresh Kumar; Mahajan, Sanjay; Rawat, Vijendra Singh; Mara, Bhairaiah; Veera, Upendra Nath; Datta, Debashish. improved process for the preparation of hmg-coa reductase inhibitor intermediates. Assignee Matrix Laboratories Ltd., India. WO 2011141934. (2011).

  • ROUTE 10
  • 202112078800869746.jpg

    Ramanathan, Mani; Liu, Shiuh-Tzung. Cascade annulations of aryldiazonium salts, nitriles and halo-alkynes leading to 3-haloquinolines. Tetrahedron. Volume 73. Issue 30. Pages 4317-4322. 2017.

202112074705643016.jpg

Yagi, Yusuke; Kimura, Hiroyuki; Arimitsu, Kenji; Ono, Masahiro; Maeda, Kazuya; Kusuhara, Hiroyuki; Kajimoto, Tetsuya; Sugiyama, Yuichi; Saji, Hideo. The synthesis of [18F]pitavastatin as a tracer for hOATP using the Suzuki coupling. Organic & Biomolecular Chemistry. Volume 13. Issue 4. Pages 1113-1121. 2015.

148901-69-3 Synthesis
Ethyl (E)-7-[4-(4'-fluorophenyl)-2-(cyclopropyl)-3-quinolinyl]-5-hydroxy-3-oxo-6-heptenoate

148901-69-3
110 suppliers
$98.00/100mg

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Yield:100 % ee

Reaction Conditions:

with Candida rugosa IFO0591 in dimethyl sulfoxide at 30; pH=7; for 20 h;Product distribution / selectivity;Aerobic conditions;potassium phosphate buffer (pH 7.0);

Steps:

16 Example 16; Production of DCOOH from 5-MOLE

Each kind of strains shown in Table 12 was incubated in the same way as that of Example 1, except that 5-MOLE was used instead of DOXE. A spot (developing solvent; hexane:ethyl acetate=1:1, Rf=0) corresponding to the compound (IV) (which is a compound, in the formula, R=hydrogen: hereinafter, abbreviated as DCOOH) on the TLC was scraped off and was then eluted with 0.25 mL of isopropanol. After centrifugation, a supernatant was subjected to a high-performance liquid chromatography (HPLC) under the same conditions as those of Example 15, to analyze the optical purity. The results are listed in Table 12

References:

US2004/30139,2004,A1 Location in patent:Page 25-26

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