Preparation of amino acid derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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564136, 564137, 549 9, 549 28, 549 68, 549346, 549424, 549480, 549510, 552 12, C07C10206, C07C11704, C07D30914, C07D33502

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048554553

ABSTRACT:
A hydroxy-carboxylate ester is converted to an amino-acid-amide by replacement of the --OH group with --N.sub.3, via, e.g., CH.sub.3 SO.sub.2 Cl and NaN.sub.3 ; reacting with amine to convert the ester to amide; and hydrogenating --N.sub.3 to --NH.sub.2. The present process alleviates the conventional use of blocking-deblocking procedures.

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Streitwieser and Heathcock, Introduction to Organic Chemistry (1985), pp. 767-768.
Tamura et al, Chem. Abstracts 93(5), 1980, Abst. No. 46731n.
Bertho et al, Chem. Abstracts 57(2) 1962, at 2326h.
Scholes et al, Chem. Abstracts 98(25) 1983, Abst. No. 216001 x.
Makino et al, Chem. Abstracts 105 (11), 1986, Abst. No. 97160z.
W. Frederick Huber, JACS 77, pp. 112-116 (1955).

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