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filingDate 1971-12-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1977-03-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber IE-36854-B1
titleOfInvention Anaesthetic compositions
abstract 1380247 Esters of 3α-hydroxy-5#-pregnanes GLAXO LABORATORIES Ltd 16 Dec 1971 [17 Dec 1970] 60069/70 Heading C2U [Also in Division A5] 3α - (DL - 2 - aminwaleryloxy) - 5# - pregnane- 11,20-dione hydrochloride. DL-N-benzyloxycarbonyl-norvaline and N,N-carbonyldiimidazole are refluxed together in presence of tetrahydrofuran. Then 3α-hydroxy-5#-pregnane-11,20-dione is added and the reflux continued. Crystalline 3α-(DL-2-benzyloxycarbonylaminovaleryloxy) - 5# - pregnane - 11,20- dione is recovered from the reaction mixture. Hydrogenation of a dioxane solution of thiocrystalline material, in presence of hydrochloric acid, water and palladium-on-carbon catalyst yields 3α-(DL-2-aminovaleryloxy)-5#- pregnane-11,20-dione hydrochloride. 3α - (N - [2 - Hydroxyethyl] - DL - alanyloxy)- 5# - pregnane - 11,20 - dione hydrochloride a solution of 3α-hydroxy-5#-pregnane-11,20-dione in methylene dichloride is treated with 2- bromopropionylchloride and pyridine and crystalline 3α - (DL - 2 - bromopropionyloxy) - 5#- pregnane-11,20-dione is recovered from the reaction mixture. A solution of the crystalline material in acetonitrile is treated with 2- hydroxyethylamine. After removal of solvent and partitioning between ether and water, the organic phase is separated and extracted with 2N-hydrochloric acid. From the aqueous acid solution there is recovered 3α-(N-[2-hydroxyethyl] - DL - alanyloxy) - 5# - pregnane - 11,20- dione hydrochloride.n[GB1380247A]
priorityDate 1970-12-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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