Process for the preparation of serinol and of serinol derivative

Details Process for the preparation of serinol and of serinol derivative Process for the preparation of serinol and of serinol derivative

1982-11-15

1985-03-05

Shaver, Paul F.

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

Organic compounds

Amino nitrogen containing

544401, C07C 8504, C07C 8524

Patent

active

045032521

ABSTRACT:
A method for the synthesis of serinol and serinol derivatives substituted at the nitrogen atoms by reacting a lower 1,3-dialkoxy-isopropyl halide with ammonia or an amine to form a 1,3-dialkoxy-isopropylamine and then removing the ether groups by heating with a hydrogen halide acid. The method allows the production of serinol and serinol derivatives using inexpensive starting materials in a simple manner and obtaining a high purity product which is free of interfering isomers. Novel compounds obtained by the method which are useful as pharmaceutical intermediates, X-ray contrasting agents and cytostatic or psychopharmacological drugs are also disclosed.

REFERENCES:
patent: 2490385 (1949-12-01), Sweet
patent: 2628254 (1953-02-01), Copenhaver
patent: 2709169 (1959-05-01), Morren
Fairbourne et al., "Chem. Abs.", 25, p. 2692.
Cram et al., "Organic Chemistry", 2nd Ed., McGraw-Hill, N.Y. (1964) pp. 259-260.
Lagenbeck et al., "Chem. Abs.", 51, 1957, p. 17743f.
Schach, "Chem. Abs.", 54, 1960, p. 9771e.
Schipper et al., "Chem. Abs.", 56, 1962, p. 8709c.
Morrison et al., "Organic Chemistry", 3rd Ed., Allyn & Bacon, Inc., Boston (1973) p. 559.

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