No.116
Pyridine N-Oxide Derivative
| P1406 | 4-Phenylpyridine N-Oxide (1) |
25g 5g |
4-Phenylpyridine N-oxide (1) is used as a co-catalyst in the enantioselective epoxidation of unfunctionalized olefins using chiral (salen)manganese(III) complexes as catalysts. For example, in the presence of 1 and Jacobsenﾕs catalyst, epoxyindan 2 is obtained in relatively high enantioselectivity by the oxidation of indene with sodium hypochlorite. Merck's HIV protease inhibitor Crixivan® is synthesized from epoxyindan 2 via chiral aminoindanol 3.1,2)
References
1) Synthesis of (1S,2R)-1-aminoindan-2-ol
J. F. Larrow, E. Roberts, T. R. Verhoeven, K. M. Ryan, C. H. Senanayake, P. J. Reider, E. N. Jacobsen, Org. Synth., 76, 46 (1999).
2) The design of a potent and orally bioavailable HIV protease
inhibitor
B. D. Dorsey, R. B. Levin, S. L. McDaniel, J. P. Vacca, J. P. Guare, P. L. Darke, J. A. Zugay, E. A. Emini, W. A. Schleif, J. C. Quintero, J. H. Lin, I.-W. Chen, M. K. Holloway, P. M. D. Fitzgerald, M. G. Axel, D. Ostovic, P. S. Anderson, J. R.
Huff, J. Med. Chem., 37, 3443 (1994).
J. F. Larrow, E. Roberts, T. R. Verhoeven, K. M. Ryan, C. H. Senanayake, P. J. Reider, E. N. Jacobsen, Org. Synth., 76, 46 (1999).
2) The design of a potent and orally bioavailable HIV protease
inhibitor
B. D. Dorsey, R. B. Levin, S. L. McDaniel, J. P. Vacca, J. P. Guare, P. L. Darke, J. A. Zugay, E. A. Emini, W. A. Schleif, J. C. Quintero, J. H. Lin, I.-W. Chen, M. K. Holloway, P. M. D. Fitzgerald, M. G. Axel, D. Ostovic, P. S. Anderson, J. R.
Huff, J. Med. Chem., 37, 3443 (1994).
The prices are subject to change without notice. Please confirm
the newest price by our online catalog before placing an order.
kdjoad00000042lz
