GB1243214A - Creation of Inventions and Patents with Artificial Intelligence

GB1243214A – Nucleoside 6′-phosphonic acids and the corresponding phosphonates
– Google Patents

GB1243214A – Nucleoside 6′-phosphonic acids and the corresponding phosphonates
– Google Patents
Nucleoside 6′-phosphonic acids and the corresponding phosphonates

Info

Publication number
GB1243214A

GB1243214A
GB337771A
GB337771A
GB1243214A
GB 1243214 A
GB1243214 A
GB 1243214A
GB 337771 A
GB337771 A
GB 337771A
GB 337771 A
GB337771 A
GB 337771A
GB 1243214 A
GB1243214 A
GB 1243214A
Authority
GB
United Kingdom
Prior art keywords
nucleoside
aryl
group
xxv
xxiv
Prior art date
1967-07-18
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.)

Expired

Application number
GB337771A
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.)

Roche Palo Alto LLC

Original Assignee
Roche Palo Alto LLC
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.)
1967-07-18
Filing date
1968-07-11
Publication date
1971-08-18

1968-07-11
Application filed by Roche Palo Alto LLC
filed
Critical
Roche Palo Alto LLC

1968-07-11
Priority claimed from GB33243/69A
external-priority
patent/GB1243213A/en

1971-08-18
Publication of GB1243214A
publication
Critical
patent/GB1243214A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

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Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS

C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof

C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen

C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM

C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System

C07F9/02—Phosphorus compounds

C07F9/28—Phosphorus compounds with one or more P—C bonds

C07F9/50—Organo-phosphines

C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides

C07F9/5304—Acyclic saturated phosphine oxides or thioxides

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM

C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System

C07F9/02—Phosphorus compounds

C07F9/28—Phosphorus compounds with one or more P—C bonds

C07F9/50—Organo-phosphines

C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides

C07F9/5316—Unsaturated acyclic phosphine oxides or thioxides

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM

C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System

C07F9/02—Phosphorus compounds

C07F9/28—Phosphorus compounds with one or more P—C bonds

C07F9/535—Organo-phosphoranes

C07F9/5352—Phosphoranes containing the structure P=C-

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM

C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System

C07F9/02—Phosphorus compounds

C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom

C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms

C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring

Abstract

1,243,214. Nucleoside-61-phosphonic acids and derivatives thereof. SYNTEX CORP. 11 July, 1968 [18 July’1967; 29 Feb., 1968] No. 3377/71. Divided out of 1,243,213. Heading C2C. The invention comprises nucleoside phosphonic acid derivatives of the, formulµ wherein R12 is a substituted or unsubstituted purine or pyrimidine base radical; R13, R13‘, R14 and R14‘ each is hydrogen, OH, alkoxy or acyloxy or R13 and R14 together is an acetal or ketal group,-Z3 and Z4 each are the group OH, OR5, SR6 _ or NR7‘R8‘ in which each of R5 and R6 is G 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 6- C 12 aryl or aryl substituted by one or more halo, nitro, alkoxy, or dialkylamino substituents in the aromatic ring the term #aryl” including benzyl, and each of R7‘ and R8‘ is C1-C6 alkyl, or Z3 and Z4 together are the group wherein R9‘ is arylene. The compounds.may be obtained by the methods disclosed in Specification 1,243,213, said methods involving the reaction of a nucleoside 51-aldehyde (XX) with a phosphorylated phosphonium ylid (XXI) and being indicated by the following reaction sequence wherein each of Z1” and Z2” is the group OR5, SR6 Formula I, and, or NR7′R8‘ in which R5, R6, R7‘ and R8‘ are as defined above or Z1” and Z2” together are the group in which R9‘ is arylene, R1, R2, and R3 are C i – C6 alkyl, or aryl or substituted aryl, or R1, R2 and R3 together are tri-N-piperidyl, tri-N- morpholinyl or tricyclohexyl and R10 is the radical of a nucleoside aldehyde R10CHO of the formula wherein R12, R13 , R14 , R13‘ and B14‘ are as defined above. The product (XXII) can be catalytically hydrogenated at room temperature to form (XXIII) or can be reduced by treatment with diimide at room temperature in an inert solvent to form (XXIII). Each of the Z1” and Z2” groups in the latter can then be removed in one or more steps by hydrolysis, hydrogenolysis, anionic dealkylation, enzymatic action or cornbinations thereof to form (XXV). Alternatively (XXII) can be converted to (XXIV) by hydrolysis, hydrogenolysis, anionic dealkylation enzymatic action or combinations thereof (as above) and (XXIV) can then be converted to (XXV) by catalytic hydrogenation or diimide reduction as above. The products of the formula (XXII) and (XXIV) are identical to products represented by (XVI) and (XVII) and the products represented by (XXIII) and (XXV) are identical to the compounds represented by (XVIII) and (XIX). The nucleoside 61-phosphonic acids may be converted to cyclic 31,61– phosphonates by treating with a dehydrating agent, e.g. a carbodiimide, in a basic solvent such as pyridine.

GB337771A
1967-07-18
1968-07-11
Nucleoside 6′-phosphonic acids and the corresponding phosphonates

Expired

GB1243214A
(en)

Applications Claiming Priority (3)

Application Number
Priority Date
Filing Date
Title

US65405667A

1967-07-18
1967-07-18

US70923468A

1968-02-29
1968-02-29

GB33243/69A

GB1243213A
(en)

1967-07-18
1968-07-11
Improvements in or relating to phosphorylated phosphonium ylids

Publications (1)

Publication Number
Publication Date

GB1243214A
true

GB1243214A
(en)

1971-08-18

Family
ID=27259113
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB337771A
Expired

GB1243214A
(en)

1967-07-18
1968-07-11
Nucleoside 6′-phosphonic acids and the corresponding phosphonates

Country Status (1)

Country
Link

GB
(1)

GB1243214A
(en)

Cited By (6)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US5047533A
(en)

1983-05-24
1991-09-10
Sri International
Acyclic purine phosphonate nucleotide analogs

US5591851A
(en)

1993-09-17
1997-01-07
Gilead Sciences, Inc.
Method for synthesis

US5656745A
(en)

1993-09-17
1997-08-12
Gilead Sciences, Inc.
Nucleotide analogs

WO1997036909A1
(en)

1996-04-03
1997-10-09
Medichem Research, Inc.
WITTIG REAGENTS AND METHOD FOR PREPARING α,β-UNSATURATED PHOSPHONATES

US5798340A
(en)

1993-09-17
1998-08-25
Gilead Sciences, Inc.
Nucleotide analogs

US5877166A
(en)

1996-04-29
1999-03-02
Sri International
Enantiomerically pure 2-aminopurine phosphonate nucleotide analogs as antiviral agents

1968

1968-07-11
GB
GB337771A
patent/GB1243214A/en
not_active
Expired

Cited By (11)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US5047533A
(en)

1983-05-24
1991-09-10
Sri International
Acyclic purine phosphonate nucleotide analogs

US5591851A
(en)

1993-09-17
1997-01-07
Gilead Sciences, Inc.
Method for synthesis

US5656745A
(en)

1993-09-17
1997-08-12
Gilead Sciences, Inc.
Nucleotide analogs

US5756486A
(en)

1993-09-17
1998-05-26
Gilead Sciences, Inc.
Method for dosing therapeutic compounds

US5798340A
(en)

1993-09-17
1998-08-25
Gilead Sciences, Inc.
Nucleotide analogs

US5886179A
(en)

1993-09-17
1999-03-23
Gilead Sciences, Inc.
Nucleotide analogs

US6225460B1
(en)

1993-09-17
2001-05-01
Gilead Sciences, Inc.
Nucleotide analogs

US7439350B2
(en)

1993-09-17
2008-10-21
Gilead Sciences, Inc.
Nucleotide analogs

WO1997036909A1
(en)

1996-04-03
1997-10-09
Medichem Research, Inc.
WITTIG REAGENTS AND METHOD FOR PREPARING α,β-UNSATURATED PHOSPHONATES

US5852198A
(en)

1996-04-03
1998-12-22
Medichem Research, Inc.
Wittig reagents and method for preparing α,β-unsaturated phosphonates

US5877166A
(en)

1996-04-29
1999-03-02
Sri International
Enantiomerically pure 2-aminopurine phosphonate nucleotide analogs as antiviral agents

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