Synthesis of novel C2-symmetric and pseudo C2-symmetric based diols, epoxides and dideoxy derivatives of HIV protease inhibitors

Tetrahedron

Volumn 53, Issue 13, 1997, Pages 4769-4778

  Gurjar, Mukund K ^a   Pal, Shashwati ^a   Rama Rao, A V ^a   Pariza, Richard J ^b   Chorghade, Mukund S ^b  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b CP Consulting Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; PROTEINASE INHIBITOR;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; IN VITRO STUDY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030973649     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00160-9     Document Type: Article

References (16)

1. Huff, J.R. J. Med. Chem. 1991, 34, 2305.
2. (i) Erickson, J.; Neidhart, D.J.; Van Drie, J.; Kempf, D.J.; Wang, X.C.; Norbeck, D.W.; Plattner, J.J.; Ritenhouse, J.W.; Turon, M.; Wideburg, N.; Kohlbrenner, W.E.; Limmer, R.; Helfrich, R.; Paul, D.A.; Knigge, M. Science, 1990, 249, 527.
3. Kempf, D.J.; Marsh, K.C.; Fino, L.C.; Bryant, P.; Craig-Kennard, A.; Sham, H.L.; Zhao, C.; Vasavanonda, S.; Kohlbrenner, W.E.; Wideburg, N.; Saldivar, A.; Ween, B.E.; Herrin, T.; Norbeck, D.W. Biorg. Med. Chem. 1994, 2, 847.
4. Hosur, M.V.; Bhat, T.N.; Kempf, D.J.; Baldwin, E.T.; Lui, B.; Gulnik, S.; Wideburg, N.E.; Appelt, N.K.; Erickson, J.W. J. Am. Chem. Soc., 1994, 116, 847.
5. Kempf, D.J.; Norbeck, D.W.; Codacovi, L.; Wang, X.C.; Kohlbrenner, W.E.; Wideburg, N.E.; Saldivar, A.; Craig-Kennard, A.; Vasavanonda, S.; Clement, J.J.; Erickson, J. Recent Advances in the Chemistry of Anti-infective Agents, Cambridge Press : Cambridge, 1993, p.247.
6. Kempf, D.J.; Codacovi, L.M.; Norbeck, D.W.; Plattner, J.J.; Sham, H.L.; Wittenberger, S.J.; Zhao, C. European Patent 1991 0 48 6948 A2
7. Ghosh, A.K.; McKee, S.P.; Thompson, W.J. Tetrahedron Lett. 1991, 32, 5729.
8. Julia, M.; Paris, J.M.; Tetrahedron Lett. 1993, 34, 4833; Trost, B.M.; Bull. Chem. Soc. Jpn. 988, 61, 107.
9. Julia, M.; Paris, J.M.; Tetrahedron Lett. 1993, 34, 4833; Trost, B.M.; Bull. Chem. Soc. Jpn. 988, 61, 107.
10. Rama Rao, A.V.; Gurjar, M.K.; Pal, S.; Pariza, R.J. Chorghade, M.S. Tetrahedron Lett. 1995, 36, 2505.
11. Kanth, J.V.B.; Periasamy, M. J. Org. Chem. 1991, 56, 5964.
12. (i) Jemalam, A.; Berts, W.; Li, Y-L.; Luthman, K.; Csoregh, I.; Hacksell, U. J. Org. Chem. 1994, 56, 1139.
13. (ii) Johnson, M.R.; Kishi, Y. Tetrahedron Lett. 1979, 4347; Kogan, H.; Nishi, T. JCS Chem. Comm. 1987, 311.
14. (ii) Johnson, M.R.; Kishi, Y. Tetrahedron Lett. 1979, 4347; Kogan, H.; Nishi, T. JCS Chem. Comm. 1987, 311.
15. Ghosh, A.K.; McKee, S.P.; Thompson, W.J.; Darke, P.L.; Zugay, J.C. J. Org. Chem. 1993, 58, 1025.
16. Kempf, D.J.; Norbeck, D.W.; Codacovi, L.; Wang, X.C.; Kohlbrenner, W.E.; Wideburg, N.E.; Paul, D.A.; Knigge, M.F.; Vasavanonda, S.; Craig-Kennard, A.; Saldivar, A.; Rosenbrook Jr. W.; Clement, J.J.; Plattner, J.J.; Erickson, J. J. Med. Chem. 1990, 33, 2687.