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Aliskiren
  • Synonyms: CGP-60536
  • ATC: C09XA02
  • Use: Lorem  Lorem 
  • Chemical name: Lorem ipsum dolor sit amet, consetetur sadipscing elitr, sed diam
  • Formula: Lorem ipsum dolor sit amet,
  • MW:551.77 g/mol
  • CAS-RN:173334-57-1
  • InChI Key:UXOWGYHJODZGMF-QORCZRPOSA-N
  • InChI:InChI=1S/C30H53N3O6/c1-​19(2)​22(14-​21-​10-​11-​26(38-​8)​27(15-​21)​39-​13-​9-​12-​37-​7)​16-​24(31)​25(34)​17-​23(20(3)​4)​28(35)​33-​18-​30(5,​6)​29(32)​36/h10-​11,​15,​19-​20,​22-​25,​34H,​9,​12-​14,​16-​18,​31H2,​1-​8H3,​(H2,​32,​36)​(H,​33,​35)/t22-,​23-,​24-,​25-​/m0/s1

Derivatives

    hemifumarate

  • Use:
  • Formula: Lorem ipsum dolor sit amet,
  • MW:1219.61 g/mol
  • CAS-RN:173334-58-2

Substance Classes

Synthesis Path

























Substances Referenced in Synthesis Path

CAS-RN Formula Chemical Name CAS Index Name
324763-51-1 C5H12N2O 3-amino-2,2-dimethylpropionamide
325740-70-3 C25H39N3O5 (3S,5S)-5-[(1R,3S)-1-azido-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methylpentyl]dihydro-3-(1-methylethyl)-2(3H)-furanone
393108-57-1 C25H39BrO5 (3S,5S)-5-[(1R,3S)-1-bromo-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methylpentyl]dihydro-3-(1-methylethyl)-2(3H)-furanone
36865-41-5 C4H9BrO 3-bromo-1-methoxypropane Propane, 1-bromo-3-methoxy-
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem

Trade Names

Country Trade Name Vendor Annotation
D Lorem Lorem
GB Lorem Lorem
USA Lorem Lorem
(wfm = withdrawn from market)

Formulations

  • Loremipsumdolorsitamet,

References

    • EP 999 999 (Novartis; appl. 7.4.1995; CH-prior. 18.4.1994).
    • US 9 999 999 (Ciba-Geigy; 24.9.1996; CH-prior. 18.4.1994).
    • US 9 999 999 (Ciba-Geigy; 8.7.1997; CH-prior. 18.4.1994).
    • US 9 999 999 (Novartis; 6.1.1998; CH-prior. 18.4.1994).

  • process patents:

    • US 9 999 999 (Speedel; 30.12.2003; CH-prior. 14.12.2000).
    • US 9 999 999 (Speedel; 27.1.2004; CH-prior. 3.7.2000).
    • US 9 999 999 (Speedel; 4.5.2004; CH-prior. 26.6.2001).
    • US 9 999 999 (Speedel; 17.8.2004; CH-prior. 29.7.1999, 11.1.2000).
    • US 9 999 999 (Speedel; 5.10.2004; CH-prior. 25.7.2000).
    • US 9 999 999 (Speedel; 19.4.2005; CH-prior. 26.6.2001).
    • US 9 999 999 (Speedel; 7.3.2006; CH-prior. 29.7.1999, 11.1.2000).
    • US 9 999 999 (Speedel; 7.11.2006; CH-prior. 29.7.1999, 11.1.2000).

  • discovery story:

    • Maibaum, J. et al.: J. Med. Chem. (JMCMAR) 50, 4832-4844 (2007).
    • Göschke, R. et al.: J. Med. Chem. (JMCMAR) 50, 4818-4831 (2007).

  • halolactonization reaction:

    • Herold, P. et al.: J. Org. Chem. (JOCEAH) 54, 1178-1185 (1989).

  • alternative synthesis routes:

    • Rüeger, H. et al.: Tetrahedron Lett. (TELEAY) 41, 10085-10089 (2000).
    • Dondoni, A. et al.: Tetrahedron Lett. (TELEAY) 42, 4819-4823 (2001).
    • Hanessian, A. et al.: Org. Lett. (ORLEF7) 12, 9999 (2010).

  • pyroglutamic acid as starting material:

    • Hanessian, S. et al.: J. Org. Chem. (JOCEAH) 71, 4766-4777 (2006).

  • use of radical coupling:

    • Lindsay, K.B.; Skrydstrup, T.: J. Org. Chem. (JOCEAH) 71, 4766-4777 (2006).
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