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Boc-L-Chg(3-Me)-OH
Chemical name: N-alpha-t-Butyloxycarbonyl-L-methyl-cyclohexylglycine // Synonyms: (S)-2-((tert-butoxycarbonyl)amino)-2-(1-methylcyclohexyl)acetic acid, (aS)-a-[[(1,1-Dimethylethoxy)carbonyl]amino]-1-methylcyclohexaneacetic acid,(2S)-2-(Boc-amino)-2-(1-methylcyclohexyl)acetic acid , N-Boc-b-methyl cyclohexyl glycine, Boc-Chg(3-Me)
- Product code:BAA4610
- CAS No.:951789-86-9
- Formula:C14H25NO4
- Molecular weight:271.36 g/mol
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description
This Boc-protected-b-methyl cyclohexyl glycine derivative can be used for structure-activity-relationship studies to optimize potency and the pharmacokinetic profile of drug candidates. Sidechain-derivatized amino acids have shown great potential in enhancing select properties of lead compounds. Besides the phenyl and bicyclo[1.1.1]pentane motif, cyclohexyl moieties may be employed to optimize binding of promising lead structures.
references
Scaleable catalytic asymmetric Strecker syntheses of unnatural alpha-amino acid; S. J. Zuend, M. P. Coughlin, M. P. Lalonde, E. N. Jacobsen; Nature 2009: 461(7266): 968-70. https://doi.org/10.1038/nature08484.
Novel potent inhibitors of hepatitis C virus (HCV) NS3 protease with cyclic sulfonyl P3 cappings; K. X. Chen, B. Vibulbhan, W. Yang, L. G. Nair, X. Tong, K.-C. Cheng, F. G. Njoroge; Bioorg. Med. Chem. Lett. 2009; 19(4): 1105-1109. https://doi.org/10.1016/j.bmcl.2008.12.111.
Second-Generation Highly Potent and Selective Inhibitors of the Hepatitis C Virus NS3 Serine Protease; K. X. Chen, L. Nair, B. Vibulbhan, W. Yang, A. Arasappan, S. L. Bogen, S. Venkatraman, F. Bennett, W. Pan, M. L. Blackman, A. I. Padilla, A. Prongay, K.-C. Cheng, X. Tong, N.-Y. Shih, F. G. Njoroge; J. Med. Chem. 2009; 52(5): 1370-1379. https://doi.org/10.1021/jm801238q.
Azepanone-based inhibitors of human cathepsin S: Optimization of selectivity via the P2 substituent; J. K. Kerns, H. Nie, W. Bondinell, K. L. Widdowson, D. S. Yamashita, A. Rahman, P. L. Podolin, D. C. Carpenter, Q. Jin, B. Riflade, X. Dong, N. Nevins, P. M. Keller, L. Mitchell. T. Tomaszek; Bioorg. Med. Chem. Lett. 2011; 21(15): 4409-4415. https://doi.org/10.1016/j.bmcl.2011.06.045.
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