UY23555A1 - ANTIVIRAL PEPTIDES - Google Patents

ANTIVIRAL PEPTIDES

Info

Publication number
UY23555A1
UY23555A1 UY23555A UY23555A UY23555A1 UY 23555 A1 UY23555 A1 UY 23555A1 UY 23555 A UY23555 A UY 23555A UY 23555 A UY23555 A UY 23555A UY 23555 A1 UY23555 A1 UY 23555A1
Authority
UY
Uruguay
Prior art keywords
compound
formula
group
protecting group
removal
Prior art date
Application number
UY23555A
Other languages
Spanish (es)
Inventor
Colin William Greengrass Dr
Original Assignee
Pfizer
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 Pfizer filed Critical Pfizer
Publication of UY23555A1 publication Critical patent/UY23555A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Un procedimiento para producir un compuesto de fórmula general (I) (figura 1)o una sale farmacéuticamente aceptables del mismo y bioprecursores del mismo, donde: X es un grupo heterocíclico mono o bicíclico de 4 a 10 miembros que contiene un átomo de en el anillo por medio del cual se une al grupo carbonilo adyacente; Het es un grupo imidazolilo o triazolilo; El procedimiento incluye la eliminación selectiva del grupo protector de hidroxilo, y el aislamiento de un compuesto de fórmula (I) y la formación de manera opcional de una sal del mismo. Un ejemplo de realización es la eliminación del grupo protector t-butildimetilsililo mediante la reacción con fluoruro de tetra-n-butilamonio en un disolvente orgánico. Ejemplo no limitante de un compuesto de fórmula (I): 1-[N-((R)-2bencil-(S)-5-(t-butoxicarbonilamino)-(S)-4-hidroxi-6-fenilhexanoil)-(S)-valil]-3-(imidazol-1-il)azetidina. Los productos conforme a lo descrito son inhibidores de las proteasas retrovirales de utilidad en el tratamiento y la prevención de infecciones retrovirales humanas.A process for producing a compound of general formula (I) (figure 1) or a pharmaceutically acceptable salt thereof and bioprecursors thereof, where: X is a 4- to 10-membered mono- or bicyclic heterocyclic group containing one atom in the ring by means of which it is attached to the adjacent carbonyl group; Het is an imidazolyl or triazolyl group; The process includes the selective removal of the hydroxyl protecting group, and the isolation of a compound of formula (I) and optionally formation of a salt thereof. An exemplary embodiment is the removal of the t-butyldimethylsilyl protecting group by reaction with tetra-n-butylammonium fluoride in an organic solvent. Non-limiting example of a compound of formula (I): 1- [N - ((R) -2benzyl- (S) -5- (t-butoxycarbonylamino) - (S) -4-hydroxy-6-phenylhexanoyl) - ( S) -valyl] -3- (imidazol-1-yl) azetidine. The products as described are inhibitors of retroviral proteases useful in the treatment and prevention of human retroviral infections.

UY23555A 1992-03-25 1993-03-24 ANTIVIRAL PEPTIDES UY23555A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB929206462A GB9206462D0 (en) 1992-03-25 1992-03-25 Antiviral peptides

Publications (1)

Publication Number Publication Date
UY23555A1 true UY23555A1 (en) 1993-09-08

Family

ID=10712788

Family Applications (1)

Application Number Title Priority Date Filing Date
UY23555A UY23555A1 (en) 1992-03-25 1993-03-24 ANTIVIRAL PEPTIDES

Country Status (11)

Country Link
CN (1) CN1077716A (en)
GB (1) GB9206462D0 (en)
HR (1) HRP930283A2 (en)
IL (1) IL105099A0 (en)
IS (1) IS3988A (en)
MA (1) MA22838A1 (en)
MX (1) MX9301694A (en)
MY (1) MY131321A (en)
OA (1) OA10054A (en)
UY (1) UY23555A1 (en)
ZA (1) ZA932079B (en)

Also Published As

Publication number Publication date
CN1077716A (en) 1993-10-27
MA22838A1 (en) 1993-10-01
OA10054A (en) 1996-10-14
IS3988A (en) 1993-09-26
MX9301694A (en) 1993-09-01
ZA932079B (en) 1994-09-26
GB9206462D0 (en) 1992-05-06
MY131321A (en) 2007-08-30
IL105099A0 (en) 1993-07-08
HRP930283A2 (en) 1997-08-31

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