Phosphonate analogs of hiv inhibitor compounds

Patent metadata

Field	Value
Publication number	US-2017210770-A1
Application number	US-201715402857-A
Country	US
Kind code	A1
Filing date	Jan 10, 2017
Priority date	Jul 27, 2004
Publication date	Jul 27, 2017
Grant date	—

Abstract

The invention is related to phosphorus substituted anti-viral inhibitory compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

First claim

1 - 58 . (canceled)

59 . A method of preparing compound XXX:

comprising: converting compound 8:

in the presence of ethyl alanine ester HCl and phenol to afford compound 11:

and
separating compound 11 using chiral column chromatography to afford compound XXX.

60 . The method of claim 59 , wherein the conversion of compound 8 to compound 11 further comprises pyridine and triethylamine.

61 . The method of claim 60 , wherein the conversion of compound 8 to compound 11 further comprises a mixture of 2,2′dithiodipyridine, triphenylphosphine and pyridine.

62 . The method of claim 59 , wherein compound 8 is prepared by a method comprising: converting compound 7:

in the presence of ammonium hydroxide and methanol to afford compound 8.

63 . The method of claim 62 , wherein the conversion of compound 7 to compound 8 further comprises bromotrimethylsilane and dimethylformamide.

64 . The method of claim 63 , wherein the conversion of compound 7 to compound 8 further comprises NaHCO 3 .

65 . A method of preparing compound XXX:

comprising: converting compound 7:

to compound 8:

converting compound 8 to compound 11:

and
separating compound 11 using chiral column chromatography to afford compound XXX.

66 . A compound which is compound XXX, or a pharmaceutically acceptable salt thereof, prepared by the method of claim 59 .

67 . A compound which is compound XXX, or a pharmaceutically acceptable salt thereof, prepared by the method of claim 65 .

Assignees

• Gilead Sciences Inc

Inventors

• Boojamra Constantine G
• Lin Kuei-Ying
• Mackman Richard L
• Markevitch David Y
• Petrakovsky Oleg V
• Ray Adrian S
• Zhang Lijun

Classifications

• A61P31/14

  for RNA viruses · CPC title

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title

• A61P31/00

  Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics · CPC title

• A61P31/12

  Antivirals · CPC title

• A61P31/20

  for DNA viruses · CPC title