GB994493A - Tropine derivative - Google Patents

Tropine derivative

Info

Publication number
GB994493A
GB994493A GB489463A GB489463A GB994493A GB 994493 A GB994493 A GB 994493A GB 489463 A GB489463 A GB 489463A GB 489463 A GB489463 A GB 489463A GB 994493 A GB994493 A GB 994493A
Authority
GB
United Kingdom
Prior art keywords
phenyl
hydroxymethyl
product
give
refluxing
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
GB489463A
Inventor
Emilio Testa
Luigi Fontanella
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.)
Gruppo Lepetit SpA
Original Assignee
Lepetit SpA
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 Lepetit SpA filed Critical Lepetit SpA
Priority to GB489463A priority Critical patent/GB994493A/en
Publication of GB994493A publication Critical patent/GB994493A/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
    • C07D451/02—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 not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
    • C07D451/04—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 not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
    • C07D451/06—Oxygen atoms
    • C07D451/10—Oxygen atoms acylated by aliphatic or araliphatic carboxylic acids, e.g. atropine, scopolamine

Landscapes

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

Abstract

The invention comprises tropinyl a -phenyl -a -hydroxymethyl - b - hydroxy - propionate, and its preparation by reacting a -hydroxymethyl-a - phenyl -b - amino - propionic acid with an equal weight of sodium nitrite in dilute acetic and at about 0 DEG C. to give a -hydroxymethyl-a -phenyl - b - propiolactone, refluxing this product with dilute sodium hydroxide to give a - hydroxymethyl - a - phenyl - b - hydroxy-propionic acid, diacetylating this product, refluxing the diester formed with thionyl chloride to produce a -phenyl-a -acetoxymethyl-b -acetoxy-propionyl chloride, and melting this product at a temperature greater than 150 DEG C. with an equimolecular quantity of anhydrous tropine hydrochloride to give the compound of the invention. 3-chloro-tropone is obtained as a by-product from the final stage of the above process.
GB489463A 1963-02-06 1963-02-06 Tropine derivative Expired GB994493A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB489463A GB994493A (en) 1963-02-06 1963-02-06 Tropine derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB489463A GB994493A (en) 1963-02-06 1963-02-06 Tropine derivative

Publications (1)

Publication Number Publication Date
GB994493A true GB994493A (en) 1965-06-10

Family

ID=9785872

Family Applications (1)

Application Number Title Priority Date Filing Date
GB489463A Expired GB994493A (en) 1963-02-06 1963-02-06 Tropine derivative

Country Status (1)

Country Link
GB (1) GB994493A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2020536922A (en) * 2017-11-03 2020-12-17 アルコン インク． Azabicyclo and diazepine derivatives for the treatment of eye diseases

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2020536922A (en) * 2017-11-03 2020-12-17 アルコン インク． Azabicyclo and diazepine derivatives for the treatment of eye diseases
US11306090B2 (en) 2017-11-03 2022-04-19 Alcon Inc. Azabicyclo and diazepine derivatives

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