ABSTRACT
A simple synthetic approach to racemic N-tert-butyloxycarbonyl-2-methyl-3-(1H-1,2,4-triazol-1-yl)alanine (5) in four steps and 68% overall yield starting from oxazoline derivative 1 is reported. This synthesis involves the alkylation of 1H-1,2,4-triazole with an O-tosyloxazoline derivative, followed by an oxazoline ring-opening reaction and oxidation of the N-protected ßaminoalcohol by potassium permanganate.
Subject(s)
Triazoles/chemical synthesis , Magnetic Resonance Spectroscopy , Mass Spectrometry , Stereoisomerism , Triazoles/chemistryABSTRACT
In the structure of the title compound, C(9)H(8)N(2)O, the amide group is twisted by a dihedral angle of 21.86â (7)° with respect to the benzene ring, while the planes of the benzene ring and cyano-methyl group form a dihedral angle of 53.13â (11)°. In the crystal structure, mol-ecules are linked via N-Hâ¯O hydrogen bonds, forming a chain running parallel to the a axis.
ABSTRACT
The asymmetric unit of the title compound, C(10)H(6)N(2)O(2), contains two independent mol-ecules. The dihedral angles between the acetonitrile and the 1H-isoindole-1,3(2H)-dione units are 69.0â (7)° and 77.0â (5)° in the two mol-ecules. One of the two terminal N atoms is disordered over two positions in a 0.66â (8):0,34â (8) ratio. In the crystal structure, the mol-ecules are linked by inter-molecular C-Hâ¯O hydrogen bonds.
ABSTRACT
In the mol-ecule of the title compound, C(15)H(11)NS, the butterfly angle between the two planes defined by the two wings of the phenothia-zine unit is 33.5â (8)°. The dihedral angles between the two benzene rings and the propynyl group are 85â (4) and 63â (4)°.