CZ284818B6 - Nový způsob esterifikace baccatinu III a 10-desacetylbaccatinu - Google Patents

Nový způsob esterifikace baccatinu III a 10-desacetylbaccatinu

Info

Publication number
CZ284818B6
CZ284818B6 CZ95839A CZ83995A CZ284818B6 CZ 284818 B6 CZ284818 B6 CZ 284818B6 CZ 95839 A CZ95839 A CZ 95839A CZ 83995 A CZ83995 A CZ 83995A CZ 284818 B6 CZ284818 B6 CZ 284818B6
Authority
CZ
Czechia
Prior art keywords
iii
sub
deacetylbaccatin
baccatin
hydroxy
Prior art date
Application number
CZ95839A
Other languages
English (en)
Other versions
CZ83995A3 (en
Inventor
Jean-Noël Denis
Andrew Greene
Jean-Manuel Mas
Original Assignee
Rhone-Poulenc Rorer S.A.
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 Rhone-Poulenc Rorer S.A. filed Critical Rhone-Poulenc Rorer S.A.
Publication of CZ83995A3 publication Critical patent/CZ83995A3/cs
Publication of CZ284818B6 publication Critical patent/CZ284818B6/cs

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Epoxy Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Způsob přípravy esterů baccatinu III nebo 10-desacetylbaccatinu III obecného vzorce I spočívá v esterifikací chráněného baccatinu III nebo 10-desacetylbaccatinu III obecného vzorce III aktivovanou kyselinou obecného vzorce III. Estery obecného vzorce I jsou užitečné pro přípravu derivátů taxanu, majících protileukemické a protinádorové vlastnosti. V obecných vzorcích I, II a III Ar znamená aryl, R.sub.1.n. znamená atom vodíku, aroyl nebo skupinu R.sub.4.n.-O-CO-, kde R.sub.4.n. je případně substituovaná alkenylová, alkinylová nebo alkylová skupina, cykloalkylová skupina, cykloalkenylová skupina, bicykloalkylová skupina, fenylová skupina, heterocyklická skupina a R.sub.2.n. znamená atom vodíku a R.sub.3.n. znamená ochrannou skupinu hydroxy-funkce nebo také R.sub.1.n. má výše uvedený význam a R.sub.2.n. a R.sub.3.n. dohromady tvoří 5- nebo 6-členný nasycený herocykl, G.sub.1.n. znamená acetyl nebo ochrannou skupinu hydroxy-funkce, G.sub.2.n. znamená ochrannou skupinu hydroxy-funkce a X zŕ
CZ95839A 1992-10-05 1993-10-04 Nový způsob esterifikace baccatinu III a 10-desacetylbaccatinu CZ284818B6 (cs)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR9211739A FR2696464B1 (fr) 1992-10-05 1992-10-05 Nouveau procédé d'estérification de la baccatine III et de la désacétyl-10 baccatine III.

Publications (2)

Publication Number Publication Date
CZ83995A3 CZ83995A3 (en) 1995-09-13
CZ284818B6 true CZ284818B6 (cs) 1999-03-17

Family

ID=9434116

Family Applications (1)

Application Number Title Priority Date Filing Date
CZ95839A CZ284818B6 (cs) 1992-10-05 1993-10-04 Nový způsob esterifikace baccatinu III a 10-desacetylbaccatinu

Country Status (24)

Country Link
US (2) US5717103A (cs)
EP (1) EP0663905B1 (cs)
JP (1) JP3064419B2 (cs)
KR (1) KR100290663B1 (cs)
AT (1) ATE147734T1 (cs)
AU (1) AU689446B2 (cs)
CA (1) CA2146372C (cs)
CZ (1) CZ284818B6 (cs)
DE (1) DE69307526T2 (cs)
DK (1) DK0663905T3 (cs)
ES (1) ES2096328T3 (cs)
FI (1) FI115909B (cs)
FR (1) FR2696464B1 (cs)
GR (1) GR3022286T3 (cs)
HU (1) HU225973B1 (cs)
MX (1) MX9305764A (cs)
NO (1) NO313141B1 (cs)
NZ (1) NZ256443A (cs)
PL (1) PL178090B1 (cs)
RU (1) RU2123493C1 (cs)
SK (1) SK281035B6 (cs)
TW (1) TW372234B (cs)
WO (1) WO1994007876A1 (cs)
ZA (1) ZA937316B (cs)

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Also Published As

Publication number Publication date
PL308239A1 (en) 1995-07-24
HU225973B1 (en) 2008-02-28
MX9305764A (es) 1995-01-31
US5977375A (en) 1999-11-02
ZA937316B (en) 1994-04-22
SK43895A3 (en) 1995-08-09
FI115909B (fi) 2005-08-15
FR2696464A1 (fr) 1994-04-08
DE69307526D1 (de) 1997-02-27
TW372234B (en) 1999-10-21
RU2123493C1 (ru) 1998-12-20
CA2146372A1 (fr) 1994-04-14
AU689446B2 (en) 1998-04-02
NZ256443A (en) 1996-07-26
DK0663905T3 (da) 1997-02-03
ATE147734T1 (de) 1997-02-15
RU95110766A (ru) 1996-12-27
US5717103A (en) 1998-02-10
EP0663905A1 (fr) 1995-07-26
CZ83995A3 (en) 1995-09-13
JPH08501787A (ja) 1996-02-27
NO951200D0 (no) 1995-03-29
HU9500970D0 (en) 1995-06-28
JP3064419B2 (ja) 2000-07-12
KR100290663B1 (ko) 2001-09-17
KR950703545A (ko) 1995-09-20
NO951200L (no) 1995-03-29
CA2146372C (fr) 2003-09-09
HUT72616A (en) 1996-05-28
DE69307526T2 (de) 1997-05-22
PL178090B1 (pl) 2000-02-29
FR2696464B1 (fr) 1994-11-10
NO313141B1 (no) 2002-08-19
GR3022286T3 (en) 1997-04-30
AU5114893A (en) 1994-04-26
FI951593L (fi) 1995-04-04
SK281035B6 (sk) 2000-11-07
ES2096328T3 (es) 1997-03-01
FI951593A0 (fi) 1995-04-04
EP0663905B1 (fr) 1997-01-15
WO1994007876A1 (fr) 1994-04-14

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