CA2605226A1 - Nucleotide analog composition and synthesis method - Google Patents

Nucleotide analog composition and synthesis method Download PDF

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Publication number
CA2605226A1
CA2605226A1 CA002605226A CA2605226A CA2605226A1 CA 2605226 A1 CA2605226 A1 CA 2605226A1 CA 002605226 A CA002605226 A CA 002605226A CA 2605226 A CA2605226 A CA 2605226A CA 2605226 A1 CA2605226 A1 CA 2605226A1
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CA
Canada
Prior art keywords
pmpa
composition
diethyl
useful
synthesis method
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002605226A
Other languages
French (fr)
Other versions
CA2605226C (en
Inventor
John D. Munger, Jr.
John C. Rohloff
Lisa M. Schultze
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Gilead Sciences Inc
Original Assignee
Gilead Sciences, Inc.
John D. Munger, Jr.
John C. Rohloff
Lisa M. Schultze
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US08/900,752 external-priority patent/US5935946A/en
Application filed by Gilead Sciences, Inc., John D. Munger, Jr., John C. Rohloff, Lisa M. Schultze filed Critical Gilead Sciences, Inc.
Priority claimed from CA002298059A external-priority patent/CA2298059C/en
Publication of CA2605226A1 publication Critical patent/CA2605226A1/en
Application granted granted Critical
Publication of CA2605226C publication Critical patent/CA2605226C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

The invention provides a composition comprising bis(POC)PMPA and fumaric acid (1:1). The composition is useful as an intermediate for the preparation of antiviral compounds, or is useful for administration to patients for antiviral therapy or prophylaxis. The composition is particularly useful when administered orally. The invention also provides methods to make PMPA and intermediates in PMPA synthesis. Embodiments include lithium t-butoxide, 9-(2-hydroxypropyl) adenine and diethyl .rho.-toluenesulfonylmethoxy-phosphonate in an organic solvent such as DMF. The reaction results in diethyl PMPA preparations containing an improved by- product profile compared to diethyl PMPA made by prior methods.
CA002605226A 1997-07-25 1998-07-23 Nucleotide analog composition and synthesis method Expired - Lifetime CA2605226C (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US5377797P 1997-07-25 1997-07-25
US08/900,752 1997-07-25
US08/900,752(CON) 1997-07-25
US08/900,752 US5935946A (en) 1997-07-25 1997-07-25 Nucleotide analog composition and synthesis method
US60/053,777(CON) 1997-07-25
US60/053,777 1997-07-25
CA002298059A CA2298059C (en) 1997-07-25 1998-07-23 Nucleotide analog composition and synthesis method

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CA002298059A Division CA2298059C (en) 1997-07-25 1998-07-23 Nucleotide analog composition and synthesis method

Publications (2)

Publication Number Publication Date
CA2605226A1 true CA2605226A1 (en) 1999-02-04
CA2605226C CA2605226C (en) 2009-01-13

Family

ID=39092645

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002605226A Expired - Lifetime CA2605226C (en) 1997-07-25 1998-07-23 Nucleotide analog composition and synthesis method

Country Status (1)

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CA (1) CA2605226C (en)

Also Published As

Publication number Publication date
CA2605226C (en) 2009-01-13

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