Protected amino acids and process for the preparation thereof

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

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552104, 548256, 5482624, 560 39, 560 41, 562441, C07D25304, C07D48704, C07C22924

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active

053248333

ABSTRACT:
Compounds of the formula I, ##STR1## in which 'R.sub.1 is an amino protective group, and n stands for 1 or 2, R.sub.1 denotes hydrogen or an amino protective group, R.sub.2 denotes hydrogen or a carboxyl protective group and R.sub.3 denotes triphenylmethyl, 4-monomethoxy-trityl or 4,4'-dimethoxy-trityl, and reactive carboxylic acid derivatives of such compounds of the formula I in which R.sub.2 stands for hydrogen, are described.
These compounds can be used as starting materials for the preparation of peptides. They are more suitable for this than are analogous compounds of the formula I in which R.sub.3 denotes hydrogen or one of the carbamoyl protective groups hitherto customary.

REFERENCES:
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S. Wang et al., "Facile Synthesis of Amino Acid and Peptide Esters under Mild Conditions via Cesium Salts", J. Org. Chem., vol. 42, No. 8, 1977, pp. 1286-1290.
Sieber and Riniker, copy of poster at Symposium on Solid Phase Synthesis in Oxford UK, on Aug. 29-Sep. 2, 1989.
Houben-Weyl, "Methoden der Organischen Chemie," 4th ed. vol. XV/1, Stuttgart 1974 pp. 711-727.
Sieber, et al. Tetrahedron Letters 28(1987) 6031-6034.
Weygand, et al. Chem. Ber 101(1968) 3642-3648.
Pietta, et al. Chem. Ber 101(1968) 3649-3651.
Konig, et al. Chem Ber 103(1970) 2041-2051.
Weygand et al. Chem. Ber. 101(1968) 3623-3641.

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