A facile synthesis of bestatin.

Abstract

Bestatin, an immunomodulator useful in cancer treatment with the structure: N-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine, has been synthesized from N-acyl-alpha-aminoacetophenone. This novel method using readily available reagents and mild conditions can be applied to a large scale production of this useful agent. The overall yield of bestatin was 10.5% from N-acetyl-alpha-aminoacetophenone and 7.8% from N-benzoyl-alpha-aminoacetophenone.

• Authors: R Nishizawa, T Saino, M Suzuki, T Fujii, T Shirai, T Aoyagi, H Umezawa
• Journal: The Journal of antibiotics (J Antibiot (Tokyo)) Vol. 36 Issue 6 Pg. 695-9 (Jun 1983) ISSN: 0021-8820 [Print] England
• PMID: 6874592 (Publication Type: Journal Article)

Chemical References

• Adjuvants, Immunologic
• Indicators and Reagents
• Leucine
• ubenimex

Topics

• Adjuvants, Immunologic (chemical synthesis)
• Indicators and Reagents
• Leucine (analogs & derivatives, chemical synthesis)
• Magnetic Resonance Spectroscopy
• Optical Rotation