An improved total synthesis of p-boronophenylalanine, a target compound for boron neutron capture therapy
Conference
·
OSTI ID:23142241
- Research Laboratory for Nuclear Reactors Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8550 (Japan)
- Department of Chemistry, Faculty of Science, Shinshu University, Asahi, Matsumoto 390-8621 (Japan)
An efficient total synthesis of DL-BPA has been achieved by a six-step sequence starting from 4- bromobenzaldehyde in a high overall yield of 49%. The key step of the present synthesis involves the condensations of the appropriately protected 4-formyl-benzene-boronate 4 with N-(benzyloxycarbonyl)phosphono-glycine ester 5 in the presence of DBU and TMG, which afforded the boron-containing dehydro-amino acid derivative 6 dia-stereo selectively in excellent yields of 95 and 94%, respectively.
- Research Organization:
- American Nuclear Society - ANS, 555 North Kensington Avenue, La Grange Park, IL 60526 (United States)
- OSTI ID:
- 23142241
- Country of Publication:
- United States
- Language:
- English
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