Helvetica Chimica Acta

Synthesis of cannabinoid model compounds. Part 2:(3R, 4R)?螃?1 (6)??Tetrahydrocannabinol??5 ″??oic acid and 4 ″(R, S)??Methyl??(3R, 4R)?螃?1 (6)?? …

I Franke, M Binder

Index: Franke, Ingo; Binder, Michael Helvetica Chimica Acta, 1980 , vol. 63, # 8 p. 2508 - 2514

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Citation Number: 10

Abstract

Abstract Two novel cannabinoid model compounds,(3R, 4R)-Δ 1 (6)-tetrahydrocannabinol-5 ″-oic acid (22) and 4 ″(R, S)-methyl-(3R, 4R)-Δ 1 (6)-tetrahydrocannabinol-5 ″-oic acid (23) were synthesized by acid-catalyzed condensation of (+)-trans-p-mentha-2, 8-dien-l-ol (1) with the substituted resorcinols 18 and 19 obtained by a Wittig reaction between 3, 5-bis (benzyloxy) benzaldehyde (7) and methyl 4-bromobutanoate (10) or methyl 4-bromo-2 (R, ...