GB955535A - New n-substituted norgranatanol-(3ª‰)-esters - Google Patents

New n-substituted norgranatanol-(3ª‰)-esters

Info

Publication number
GB955535A
GB955535A GB3987862A GB3987862A GB955535A GB 955535 A GB955535 A GB 955535A GB 3987862 A GB3987862 A GB 3987862A GB 3987862 A GB3987862 A GB 3987862A GB 955535 A GB955535 A GB 955535A
Authority
GB
United Kingdom
Prior art keywords
substituted
general formula
esters
norgranatanols
reduction
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.)
Expired
Application number
GB3987862A
Inventor
Otto Dold
Kurt Stach
Wolfgang Schaumann
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 Diagnostics GmbH
Original Assignee
Boehringer Mannheim GmbH
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 Boehringer Mannheim GmbH filed Critical Boehringer Mannheim GmbH
Priority to GB3987862A priority Critical patent/GB955535A/en
Publication of GB955535A publication Critical patent/GB955535A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
    • C07D451/14—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing 9-azabicyclo [3.3.1] nonane ring systems, e.g. granatane, 2-aza-adamantane; Cyclic acetals thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises N-substituted nor-granatanol-(3b )-esters of the general formula: <FORM:0955535/C2/1> where X is a hydrogen atom or a hydroxyl group, Y is a phenyl or cycloalkyl radical, and R1 is an alkyl radical having 1 to 3 carbon atoms or an aralkyl radical, acid addition and quaternary ammonium salts thereof, and their preparation by reaction of N-substituted (3b ) norgranatanols of the general formula: <FORM:0955535/C2/2> with acids of the general formula: <FORM:0955535/C2/3> or their halides or C1-3 alkyl esters. The products possess anti-chlinergic properties. N-Substituted-(3b )-norgranatanols of the second general formula above are obtained by reduction of the corresponding N-substituted norgranatanons using sodium in a primary alcohol; if reduction is effected by catalytic hydrogenation using Raney nickel or by lithium aluminium hydride the 3a isomes are obtained. N-Benzylnorpseudopelletierin is prepared by reaction of glutaric dialdehyde with acetone dicarboxylic acid and benzylamine.
GB3987862A 1962-10-22 1962-10-22 New n-substituted norgranatanol-(3ª‰)-esters Expired GB955535A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3987862A GB955535A (en) 1962-10-22 1962-10-22 New n-substituted norgranatanol-(3ª‰)-esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3987862A GB955535A (en) 1962-10-22 1962-10-22 New n-substituted norgranatanol-(3ª‰)-esters

Publications (1)

Publication Number Publication Date
GB955535A true GB955535A (en) 1964-04-15

Family

ID=10411981

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3987862A Expired GB955535A (en) 1962-10-22 1962-10-22 New n-substituted norgranatanol-(3ª‰)-esters

Country Status (1)

Country Link
GB (1) GB955535A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0418716A1 (en) * 1989-09-16 1991-03-27 Boehringer Ingelheim Kg Thienylcarboxylic acid ester of aminoalcohols, their quaternary products, their preparation and use of the compounds
US7879871B2 (en) 2005-05-02 2011-02-01 Boehringer Ingelheim International Gmbh Crystalline forms of tiotropium bromide

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0418716A1 (en) * 1989-09-16 1991-03-27 Boehringer Ingelheim Kg Thienylcarboxylic acid ester of aminoalcohols, their quaternary products, their preparation and use of the compounds
WO1991004252A1 (en) * 1989-09-16 1991-04-04 Boehringer Ingelheim Kg New esters of thienyl carboxylic acids and amino alcohols, their quaternization products, and manufacture and use of said compounds
USRE39820E1 (en) 1989-09-16 2007-09-04 Boehringer Ingelheim Pharma Gmbh & Co. Kg Esters of thienyl carboxylic acids and amino alcohols and their quaternization products
US7879871B2 (en) 2005-05-02 2011-02-01 Boehringer Ingelheim International Gmbh Crystalline forms of tiotropium bromide

Similar Documents

Publication Publication Date Title
GB1053278A (en)
ES447675A1 (en) Process for preparing diphenylamines
GB955535A (en) New n-substituted norgranatanol-(3ª‰)-esters
ES435498A1 (en) Procedure for the preparation of 1- (3,5-dihydroxypenyl) -1-hydroxy-2- (1-methyl-2- (4-hydroxypenyl) -etil) -aminoethane. (Machine-translation by Google Translate, not legally binding)
GB1079314A (en) Process for preparing n-vinyl compounds
ES392480A1 (en) 1-(dimesitylmethyl)imidazole
GB1043510A (en) D-(--)-n-alkyl-1-phenyl-2-aminoethanols
GB1311408A (en) Process for the preparation of butyrolactones
ES341324A1 (en) Access for the preparation of pyrazinoyl- and pyrazinamido-guanidines
GB843752A (en) Novel morphinane derivatives and a process for the manufacture thereof
GB1007845A (en) Basic glycollic acid esters
ES254772A1 (en) Certain nu-(3, 5-diiodo-4-pyridonealkanoyl)-aminoalkanoic acids
GB948175A (en) Process for the production of 2, 4-diamino-6-trichloromethyl-úË-triazines
GB1294418A (en) Method of preparing substituted alkali metal amides
ES286442A1 (en) A method of preparing boro compounds (Machine-translation by Google Translate, not legally binding)
GB912747A (en) Dithiophosphonic acid esters
GB945536A (en) Method of preparing ª -amino-acroleins
ES432366A1 (en) Copper base metalorganic compounds and process for the preparation thereof
GB856453A (en) Esters of amino alcohols
ES345183A1 (en) Glycyrrhetinic acid derivatives
GB1057883A (en) Improvements in or relating to antibiotics
GB986366A (en) New 7ª‰-phenyl-granatanol-(3) derivatives
ES274923A1 (en) Procedure for the preparation of 1- (4-hydroxy-3-alcoxypenyl) -2- (1-methyl-2-2-phenoxyethylamine) alcanols and their derivatives (Machine-translation by Google Translate, not legally binding)
GB1018445A (en) New sulphonamides
ES402640A1 (en) Thiolcarbamates