A Facile Chiral Pool Synthesis of (S)-6-Nitroindoline-2-carboxylic Acid from l-Phenylalanine
摘要:
(S)-6-Nitroindoline-2-carboxylic acid, a substructure occurring in numerous biologically active natural products, was synthesized with moderate yield (53%) and high enantiomeric excess (>99.5%) starting from the nitration of L-phenylalanine, which is a commercially available chiral pool compound, followed by successively bromination and intramolecular cyclization. The route was carried out in gram quantities and it is suitable for industrial application due to its convenient reaction conditions and low cost.
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关键词:
chiral pool synthesis S)-6-nitroindoline-2-carboxylic acid l-phenylalanine 2-bromo-4-nitro-l-phenylalanine intramolecular cyclization
DOI:
10.1055/s-0029-1217122
被引量:
年份:
2010
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