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Synthesen in der Isochinolinreihe. Synthese und Charakterisierung von sog. « rac .‐Korpaverin»
Author(s) -
Brossi A.,
Teitel S.
Publication year - 1966
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19660490608
Subject(s) - chemistry , derivative (finance) , stereochemistry , medicinal chemistry , chloride , organic chemistry , economics , financial economics
The synthesis of so‐called rac .‐corpaverine (I) has been achieved. Reaction of the methobromide VI and 4‐methoxybenzylmagnesium chloride gave the S‐benzyloxytrimethoxy‐substituted derivative VII, which was catalytically debenzylated to the corresponding 8‐hydroxy derivative I. The latter has been related by O‐methylation to the known tetramethoxy‐substituted 1,2,3,4‐tetrahydroisoquinoline VIII. Physical‐chemical data for I are in full agreement with the structure. The melting points of the free base and its hydrochloride, however, differ considerably from those recently published by K AMETANI et al. [3] [4] for so‐called corpaverine.