[Synthesis of muscopyridine and its analogs].
Muscopyridine (1) is one of the odoriferous constituents of natural musk. 1 was prepared previously in very low yield in multisteps. We report here one-step preparation of muscopyridine and its analogs by the cross-coupling method. The cyclocoupling is effected by slow dropwise addition of a THF solution of di-Grignard reagent under nitrogen to a well stirred mixture of an equimolar quantity of a dichloropyridine in THF containing a catalytic amount of Ni (dppp)Cl2. The reaction mixture is stirred at 35-40 degrees C for up to 20 h. Analogs 2, 3 and 4 have also been prepared by this method. The structure of these products and intermediates are determined by UV, IR, MS, and 1HNMR spectral data.
Wang
C Y
CY
Institute of Materia Medica, Chinese Academy of Medical Sciences, Beijing.
Zhang
D Y
DY
Huang
L Z
LZ
D009812:Odorants; D011725:Pyridines / Q000138:chemical synthesis*
D011725:Pyridines; C071830:muscopyridine