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Volumn 8, Issue 9, 1997, Pages 1453-1465

Synthesis of natural and non natural orthogonally protected lanthionines from N-tritylserine and allo-threonine derivatives

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; LANTHIONINE;

EID: 0342710391     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00109-2     Document Type: Article
Times cited : (39)

References (47)
  • 25
  • 28
    • 0343098762 scopus 로고    scopus 로고
    • note
    • 14 c carried out at the 50 mmol scale.
  • 29
    • 0343534664 scopus 로고    scopus 로고
    • note
    • Coalescence of distinct signals, initiated above 35°C, could not be completed due to the simultaneous formation of aziridine over 50°C.
  • 30
    • 0008152359 scopus 로고
    • 1H NMR of sterically hindered α-t-butyl esters of N-tritylglutamates were reported as single rotamers
    • 1H NMR of sterically hindered α-t-butyl esters of N-tritylglutamates were reported as single rotamers:
    • (1988) Tetrahedron Lett. , vol.29 , pp. 4045-4048
    • Son, J.K.1    Kalvin, D.2    Woodard, R.W.3
  • 32
    • 0343098761 scopus 로고
    • ibid. more constrained N-phenylfluorenyl equivalents have been described
    • (c) ibid. Tetrahedron 1989, 45, 1464-1474; more constrained N-phenylfluorenyl equivalents have been described:
    • (1989) Tetrahedron , vol.45 , pp. 1464-1474
  • 34
    • 0343970563 scopus 로고    scopus 로고
    • note
    • We observed that treatment of Boc-Thr(-OMs)-OMe by potassium mercaptoacetate in DMF afforded the corresponding cis-dehydroaminobutyric ester quite quantitatively rather than the corresponding thioacetate.
  • 37
    • 0343970562 scopus 로고    scopus 로고
    • note
    • 28 after complete deprotection to (S)-2,3-diaminopropionate.
  • 43
    • 0343970558 scopus 로고    scopus 로고
    • note
    • HPLC conditions identical to previous reference: FLEC-Ala (rt=35.63 min (<1%) and 37.38 min (>99%) compared with authentic samples of FLEC-(D,L)-Ala (D: rt=35.52 min, 49%; L: rt=37.18 min, 51%) and FLEC-(L)-Ala (rt=37.40 min, 100%).
  • 46
    • 0343534661 scopus 로고    scopus 로고
    • note
    • No racemization was observed as already reported when 2.4 N sodium hydroxyde is employed as a base.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.