Premium
Synthesis of Tangutorine
Author(s) -
Ho TseLok,
Chen ChunKuei
Publication year - 2006
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.200690003
Subject(s) - chemistry , tryptamine , yield (engineering) , aldehyde , combinatorial chemistry , reduction (mathematics) , molecule , stereochemistry , computational chemistry , organic chemistry , catalysis , biochemistry , materials science , geometry , mathematics , metallurgy
Tangutorine ( 1 ) in the racemic form has been assembled from tryptamine and aldehyde 3 . The synthetic design was based on uncovering a hidden symmetry in the nontryptamine portion of the norketone 2 . A five‐step process with an overall yield of 7% was developed in which 2 was transformed into the target molecule via a Vilsmeier–Haack reaction and two reduction steps.