Convenient and simple synthesis of N-{[(9H-fluoren-9- yl)methoxy]carbonyl}-(Fmoc) protected β-amino acids (=homo-α-amino acids) employing Fmoc-α-amino acids and dicyclohexylcarbodiimide(DCC) mixtures

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

Volumn 38, Issue 4, 1999, Pages 418-423

  Ananda, K ^a   Suresh Babu, V V ^a  

^a BANGALORE UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA AMINO ACID; BETA AMINO ACID; CARBONYL DERIVATIVE; DICYCLOHEXYLCARBODIIMIDE; FLUORENE DERIVATIVE; N [[(9H FLUOREN 9 YL)METHOXY]CARBONYL]; UNCLASSIFIED DRUG;

AMINO ACID ANALYSIS; AMINO ACID SYNTHESIS; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE;

EID: 0345466465     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (27)

1. Dey C N C, Chemistry & biochemistry of the amino acids, edited by G C Barrett (Chapman & Hall, New York), 1985.
2. Banerjee A & Balaram P, Current Sci. 12, 1997, 1067.
3. Kim S, Lee P H & Lee T A, J Chem Soc, Chem Commun, 1988, 1242.
4. Iimori T, Takahashi Y, Izawa T, Kobayashi S & Ohno M, J Am Chem Soc, 105, 1983, 1659.
5. Seebach D & Mathews J L, J Chem Soc, Chem Comm, 1997, 2015.
6. Gellman S H, Acc Chem Res, 31, 1998, 173.
7. Koert U, Angew Chem Int Ed Engl, 36, 1997, 1836.
8. Appella D H, Christianson L A, Klein D A, Powell D R, Huang X, Barchi Jr J J & Gellman S H, Nature, 387, 1997, 381.
9. Seebach D, Overhand M, Kuhule F N M & Martinoni B, Helv Chim Acta, 79, 1996, 913.
10. Seebach D, Abele S, Gademann K, Guichard G, Hintermann T, Jaun B, Matthews J L & Schreiber J V, Helv Chim Acta, 81, 1998, 932.
11. Hintermann T, Gademann K, Jaun B & Seebach D, Helv Chim Acta, 81, 1998, 983.
12. Gulchard G, Abele S & Seebach D, Helv Chim Acta, 81, 1998, 187.
13. Seebach D, Gademann K. Sehreiber J V, Matthews J L, Hintermann T & Jaun B, Helv Chim Acta, 80, 1997, 2033.
14. Seebach D, Matthews J L, Meden A, Wessels T, Baerlocher C & McCusker L B, Helv Chim Acta, 80, 1997, 173.
15. Hintermann T & Seebach D, Chimia, 50, 1997, 244.
16. Cole D C, Tetrahedron, 32, 1994, 9517.
17. Ye T & McKervey M A, Chem Rev, 94, 1994, 1091.
18. Podlech J & Seebach D, Leibigs Ann Chem, 1995, 1217.
19. Muller A, Vogt C & Sewald N, Synthesis, 1998, 837.
20. Plucinska K & Liberek B, Tetrahedron, 43, 1987, 3509.
21. Muller E P E, Brossner D, Naslouh N & Tako A, Helv Chim Acta, 81, 1998, 59.
22. Leggio A, Liguori A, Procopio A & Sindona G, J Chem Soc, Perkin Trans 1, 1997, 1969.
23. Gopi H N & Suresh Babu V V, (to be submitted).
24. Suresh Babu V V, Gopi H N & Ananda K, J Pept Res, (communicated).
25. Gutte B, Peptides, synthesis, structures & applications, (Acadamic Press, New York), 1995.
26. Hodson D, Holt G & Wall D K, J Chem Soc (C), 1970, 971.
27. Furniss B S, Hannaford A J, Smith P W G & Tatchell A R, Vogel's textbook of practical organic chemistry, 1994, 430.