20893-33-8Relevant academic research and scientific papers
Structure-activity dependency of new bacterial tryptophanyl tRNA synthetase inhibitors
Witty, David R.,Walker, Graham,Bateson, John H.,O'Hanlon, Peter J.,Cassels, Robert
, p. 1375 - 1380 (2007/10/03)
Analogues of the aminoacyl tRNA synthetase inhibitor, indolmycin, have been synthesised in which the side chain methyl group is replaced by a wide range of substituents. Their antibacterial and enzyme inhibitory potency is related to steric properties and
Total synthesis of (±) indolmycin
Shue, Youe-Kong
, p. 6447 - 6448 (2007/10/03)
A practical and short synthesis of a novel antibiotic, (±) indolmycin, has been accomplished. The overall process requires only 4 chemical steps by starting from gramine derivative 3 and oxazolinone 2.
New Total Synthesis of (+/-)-Indolmycin
Dirlam, John P.,Clark, David A.,Hecker, Scott J.
, p. 4920 - 4924 (2007/10/02)
A convergent total synthesis of the antibiotic (+/-)-indolmycin (1) is presented.N-Carbobenzoxy-3-(1-chloroethyl)indole (12) is prepared in three steps from indole-3-carboxaldehyde (9).Alkylation of the lithium anion of 2-(dimethylamino)-4(5H)-oxazolone (4) with chloride (12) provides a mixture of the (+/-)-2-dimethylamino derivative of indolmycin (13) and its diastereomer (14) in a ratio of 2.2:1.Amine exchange is effected by treatment of 13 with methylamine, affording (+/-)-1 in five steps from commercially available 9.Efforts to extend this technology toward an asymmetric synthesis of (-)-1 are described.
ASYMMETRIC TOTAL SYNTHESIS OF INDOLMYCIN
Takeda, Takeshi,Mukaiyama, Teruaki
, p. 163 - 166 (2007/10/02)
An asymmetric total synthesis of indolmycin was achieved via a key intermediate, α-indolmycenic acid ester.The ester was obtained by oxygenation of methyl (S)-3-(3-indolyl)butanoate which was prepared by asymmetric synthesis utilizing (2R,3S)-3,4-dimethyl
