IE35489L - 3-fluoroalanines - Google Patents

3-fluoroalanines

Info

Publication number
IE35489L
IE35489L IE710984A IE98471A IE35489L IE 35489 L IE35489 L IE 35489L IE 710984 A IE710984 A IE 710984A IE 98471 A IE98471 A IE 98471A IE 35489 L IE35489 L IE 35489L
Authority
IE
Ireland
Prior art keywords
alanine
fluoro
deacetylation
acetylation
sequence
Prior art date
Application number
IE710984A
Other versions
IE35489B1 (en
Original Assignee
Merck & Co Inc
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
Application filed by Merck & Co Inc filed Critical Merck & Co Inc
Publication of IE35489L publication Critical patent/IE35489L/en
Publication of IE35489B1 publication Critical patent/IE35489B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/385—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing halogens
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/15—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen containing halogen
    • C07C53/19—Acids containing three or more carbon atoms
    • C07C53/21—Acids containing three or more carbon atoms containing fluorine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/38—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
    • C07C2603/24—Anthracenes; Hydrogenated anthracenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

1367674 3-Fluoro-alanines MERCK & CO Inc 26 July 1971 [3 Aug 1970 3 June 1971] 34886/71 Heading C2C Novel D-isomers of the formula wherein each of x and y is 1 or 2 (thus each of x and y represent hydrogen or deuterium) and pharmaceutically acceptable salt thereof are prepared: (a) by the action of fluoroxyperfluoroalkane or fluoroxypentafluorosulphur on D- alanine under free radical initiation followed by chromatographic separation of the product to isolate 3-fluoro-alanine; (b) by the action of alanine racemase (an enzyme preparation from Staphylococcus aureus) in <SP>2</SP>H 2 O on L-alanine to incorporate deuterium into the alpha-position of D-alanine (the deuterated D-alanine is separated by the sequence N-acetylation, chromatographic separation and deacetylation), the thus produced 2-<SP>2</SP>H-D-alanine in subjected to the procedure under (a) above to form 2-<SP>2</SP>H-3-fluoro-D- alanine; and (c) 3,3,3-<SP>2</SP>H-D-alanine (obtained by the resolution of perdeutero alanine racemate using the sequence N-acetylation and deacetylation) is fluorinated as in (a) to form 3,3,2-<SP>2</SP>H- 3-fluoro-D-alanine. Pharmaceutical compositions and disinfectant compositions having anti-bacterial activity comprise the above novel compounds and a carrier therefore. [GB1367674A]
IE984/71A 1970-08-03 1971-08-03 3-fluoroalanines IE35489B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US6064570A 1970-08-03 1970-08-03
US14981471A 1971-06-03 1971-06-03

Publications (2)

Publication Number Publication Date
IE35489L true IE35489L (en) 1972-02-03
IE35489B1 IE35489B1 (en) 1976-03-03

Family

ID=26740157

Family Applications (1)

Application Number Title Priority Date Filing Date
IE984/71A IE35489B1 (en) 1970-08-03 1971-08-03 3-fluoroalanines

Country Status (13)

Country Link
JP (1) JPS565217B1 (en)
AU (1) AU468229B2 (en)
BE (1) BE770888A (en)
CA (1) CA956646A (en)
CH (1) CH563961A5 (en)
DE (1) DE2136067C3 (en)
FR (1) FR2101198B1 (en)
GB (1) GB1367674A (en)
HK (1) HK86379A (en)
IE (1) IE35489B1 (en)
IL (1) IL37429A (en)
IT (1) IT1061753B (en)
NL (1) NL174248C (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ211490A (en) * 1984-03-23 1988-10-28 Commw Scient Ind Res Org Deuterated compounds and arthropodicidal compositions
RU2465264C2 (en) * 2006-03-16 2012-10-27 Вертекс Фармасьютикалз Инкорпорейтед Deuterated hepatitis c protease inhibitors
CA2646229A1 (en) * 2006-03-16 2007-09-27 Vertex Pharmaceuticals Incorporated Deuterated hepatitis c protease inhibitors
MX2008011869A (en) * 2006-03-16 2008-12-03 Vertex Pharma Processes and intermediates for preparing steric compounds.

Also Published As

Publication number Publication date
IT1061753B (en) 1983-04-30
FR2101198B1 (en) 1975-08-01
NL174248B (en) 1983-12-16
FR2101198A1 (en) 1972-03-31
NL174248C (en) 1984-05-16
DE2136067B2 (en) 1980-01-17
CA956646A (en) 1974-10-22
NL7109947A (en) 1972-02-07
DE2136067A1 (en) 1972-02-10
DE2136067C3 (en) 1980-09-11
IL37429A (en) 1975-05-22
BE770888A (en) 1972-02-03
JPS565217B1 (en) 1981-02-04
IE35489B1 (en) 1976-03-03
HK86379A (en) 1979-12-28
IL37429A0 (en) 1971-11-29
AU468229B2 (en) 1976-01-08
CH563961A5 (en) 1975-07-15
AU3146471A (en) 1973-01-25
GB1367674A (en) 1974-09-18

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