4-HYDROXY-2,9-DIOXATRICYCLO (4,3,1,03,7) DECANES ET LEURS ESTERS

1436821 4 - Hydroxy - 2,9 - dioxatricyclo [4,3,1,03,7]decanes KALI-CHEMIE PHARMA GmbH 18 Jan 1974 [8 Feb 1973] 02548/74 Heading C2C Novel compounds I in which R 1 is C 1-4 alkyl, R 2 is OCOR 4 or OCONHR 5 when R 3 is hydrogen and R 3 is OCONHR 5 when R 2 is hydrogen (R 4 is C 1-4 alkyl and R 5 is a...

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1. Verfasser: P.W. THIES
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Zusammenfassung:1436821 4 - Hydroxy - 2,9 - dioxatricyclo [4,3,1,03,7]decanes KALI-CHEMIE PHARMA GmbH 18 Jan 1974 [8 Feb 1973] 02548/74 Heading C2C Novel compounds I in which R 1 is C 1-4 alkyl, R 2 is OCOR 4 or OCONHR 5 when R 3 is hydrogen and R 3 is OCONHR 5 when R 2 is hydrogen (R 4 is C 1-4 alkyl and R 5 is a C 1-6 alkyl, C 2-6 unsaturated aliphatic, C 3-6 cycloaliphatic or aromatic group) and the 10,11 bond may be hydrogenated are prepared by reducing a compound III in which the 10,11 bond may be hydrogenated preferably with a metal hydride to form a mixture of the corresponding 4α- and 4#- hydroxy compounds and reacting the 4α-OH compound with a carboxylic acid chloride R 4 COCl, a carboxylic anhydride (R 4 CO) 2 O, an isocyanate R 5 NCO, an ester or chloride of a carbamic acid R 5 NH-COR 6 (in which R 6 is chlorine or alkoxy) or with phosgene followed by an amine R 5 NH 2 to form compounds I (R 3 =H): compounds I (R 3 = OCONHR 5 ) are prepared from the corresponding 4#-hydroxy compound by the methods described above. Compounds I have sedative, hyprotic and narcotic properties and may be administered orally or parenterally.