Preparation of chiral 1-benzyl-1,2,3,4-tetrahydroisoquinolines b

Details Preparation of chiral 1-benzyl-1,2,3,4-tetrahydroisoquinolines b Preparation of chiral 1-benzyl-1,2,3,4-tetrahydroisoquinolines b

1981-05-20

1983-10-18

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546 44, 546 18, 546 74, 564139, C07D21720

Patent

active

044107005

ABSTRACT:
In a short total synthesis of morphinan compounds, derivatives of 1-benzyl-1,2,3,4-tetrahydroisoquinoline are produced. Certain of these compounds, although highly aromatic and functionalized, can be optically resolved. The optically active enantiomers can serve as important intermediates for both natural and unnatural opioids.

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patent: 4194044 (1980-03-01), Mohacsi
Bossi, et al., "Synthesis . . . Isoquinoline Series . . . ", Helv. Chim. Acta, 44, 1558-1565 (1961).
Kirschner, et al., "Pfeieffer Effect to Resolution . . . ", Chem. Abs. 67; 5562u.
Bosman, et al., "Synthesis of Racemic and Optically Active Codiene and Morphine . . . ", Royal Netherlands Chem. Soc. 97, pp. 127-130.

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