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Volumn 72, Issue 24, 2007, Pages 9360-9363

Total synthesis of cyclosporin O by convergent approach employing Fmoc-amino acid chlorides mediated by zinc dust

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOSPORIN O (CSO); NEUTRAL CONDITIONS; ZINC DUST;

EID: 36649020655     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo701329w     Document Type: Article
Times cited : (12)

References (50)
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  • 40
    • 36649037733 scopus 로고    scopus 로고
    • For the synthesis of peptides employing Fmoc-amino acid chlorides mediated by potassium salt of 1-hydroxy benzotriazole (KOBt) in solution and solid phase synthesis see the chapter on acid chlorides: Beyermann, M.; Bienert, M.; Carpino, L. A. Acid chlorides. Houben-Weyl; Thieme: Stuttgart, Germany, 2003; E 22c, p 475 and references cited therein.
    • For the synthesis of peptides employing Fmoc-amino acid chlorides mediated by potassium salt of 1-hydroxy benzotriazole (KOBt) in solution and solid phase synthesis see the chapter on acid chlorides: Beyermann, M.; Bienert, M.; Carpino, L. A. Acid chlorides. Houben-Weyl; Thieme: Stuttgart, Germany, 2003; Vol. E 22c, p 475 and references cited therein.
  • 41
    • 0028200949 scopus 로고    scopus 로고
    • tBu fragments of Cs employing Fmoc - amino acid chlorides mediated by KOBt, see: Sivanandaiah, K. M.; Sureshbabu, V. V.; Shankaramma, S. C. Int. J. Pept. Protein Res. 1994, 44, 24.
    • tBu fragments of Cs employing Fmoc - amino acid chlorides mediated by KOBt, see: Sivanandaiah, K. M.; Sureshbabu, V. V.; Shankaramma, S. C. Int. J. Pept. Protein Res. 1994, 44, 24.
  • 42
    • 52649094280 scopus 로고    scopus 로고
    • For the utility of TBDMS-OBt in racemization free coupling of Fmoc-amino acid chlorides in solution phase see: (a) Tantry, S. J, Sureshbabu, V. V. Lett. Pept. Sci. 2002, 9, 35
    • For the utility of TBDMS-OBt in racemization free coupling of Fmoc-amino acid chlorides in solution phase see: (a) Tantry, S. J.; Sureshbabu, V. V. Lett. Pept. Sci. 2002, 9, 35.
  • 45
    • 0026498297 scopus 로고    scopus 로고
    • For an application of AgCN in the coupling of Fmoc-amino acid chlorides in the synthesis of cyclic hexapeptide oxytocin agonists see: Williams, P. D, Bock, M. G, Tung, R. D, Garsky, V. M, Perlow, D. S, Erb, J. M, Lundell, G. F, Gould, N. P, Whitter, W. L, Hoffman, J. B, Kaufman, M. J, Clineschmidt, B. V, Pettibone, D. J, Freidinger, R. M, Veber, D. F. J. Med. Chem. 1992, 75, 3905
    • For an application of AgCN in the coupling of Fmoc-amino acid chlorides in the synthesis of cyclic hexapeptide oxytocin agonists see: Williams, P. D.; Bock, M. G.; Tung, R. D.; Garsky, V. M.; Perlow, D. S.; Erb, J. M.; Lundell, G. F.; Gould, N. P.; Whitter, W. L.; Hoffman, J. B.; Kaufman, M. J.; Clineschmidt, B. V.; Pettibone, D. J.; Freidinger, R. M.; Veber, D. F. J. Med. Chem. 1992, 75, 3905.
  • 46
    • 0242645102 scopus 로고    scopus 로고
    • For a study concerning the coupling of Fmoc-amino acid chlorides in the presence of AgCN, see: a
    • For a study concerning the coupling of Fmoc-amino acid chlorides in the presence of AgCN, see: (a) Sureshbabu, V. V.; Gayathri, K. Ind. J. Chem. 1998, 37B, 1109.
    • (1998) Ind. J. Chem , vol.37 B , pp. 1109
    • Sureshbabu, V.V.1    Gayathri, K.2
  • 47
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    • tBu)-Cl with aniline mediated by AgCN was found to be racemization free (less than 0.5%); Spivey, A. C.; McKendrick, J.; Srikaran, R.; Helm, B. A. J. Org. Chem. 2003, 68, 1843.
    • tBu)-Cl with aniline mediated by AgCN was found to be racemization free (less than 0.5%); Spivey, A. C.; McKendrick, J.; Srikaran, R.; Helm, B. A. J. Org. Chem. 2003, 68, 1843.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.