Process for the production of 3-1(1-amino-1,3-dicarboxy-3-hydrox

Details Process for the production of 3-1(1-amino-1,3-dicarboxy-3-hydrox Process for the production of 3-1(1-amino-1,3-dicarboxy-3-hydrox

1991-01-18

1992-07-07

Springer, David B.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548502, 548246, 548248, C07D20918, C07D40306, C07D40506

Patent

active

051284820

ABSTRACT:
The invention provides a process for the production of 3-(1-amino-1,3-dicarboxy-3-hydroxy-but-4-yl) indole and certain salts and internal condensation products thereof. An unsaturated indolyl ester is reacted with ethylchloro(hydroxyimino)acetate in the presence of triethylamine in an organic solvent to cause a 1,3-dipolar addition reaction to form a di-ester. The di-ester is saponified to form a di-acid which di-acid is then reduced to form either the product indole or a salt thereof.

REFERENCES:
patent: 3320282 (1967-05-01), Wittenau et al.
Kusumi et al. "New Synthesis-Hydroxyglutamic Acid," Bull. Chem. Soc. Jap. vol. 51(4), 1261-1262 (1978).

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