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Volumn 51, Issue 2, 2010, Pages 407-410

High-pressure-promoted Fmoc-aminoacylation of N-ethylcysteine: preparation of key devices for the solid-phase synthesis of peptide thioesters

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYL GROUP; CYSTEINE; CYSTEINE DERIVATIVE; DICHLOROMETHANE; ESTER DERIVATIVE; FLUORENYLMETHYLOXYCARBONYL CHLORIDE; FLUORENYLMETHYLOXYCARBONYL CHLORIDE AMINOACYL FLUORIDE; FLUORENYLMETHYLOXYCARBONYL CHLORIDE LEVO LEUCINE; FLUORIDE; LEUCINE; N ETHYL TRIPHENYLMETHYLCYSTEINE ALLYL ESTER; N ETHYLCYSTEINE; PEPTIDE THIOESTER; RESIN; THIOESTER; UNCLASSIFIED DRUG;

EID: 71049135695     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.11.034     Document Type: Article
Times cited : (13)

References (39)
  • 32
    • 0344391938 scopus 로고    scopus 로고
    • Commercial Fmoc-S-triphenylmethyl-cysteine was esterified with allyl alcohol, HOBt(N-hydroxybenzotriazole), HBTU [2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate]and DIEA, and N-deprotected to S-triphenylmethyl-cysteine allyl ester
    • You S.-L., and Kelly J.W. J. Org. Chem. 68 (2003) 9506-9509 Commercial Fmoc-S-triphenylmethyl-cysteine was esterified with allyl alcohol, HOBt(N-hydroxybenzotriazole), HBTU [2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate]and DIEA, and N-deprotected to S-triphenylmethyl-cysteine allyl ester
    • (2003) J. Org. Chem. , vol.68 , pp. 9506-9509
    • You, S.-L.1    Kelly, J.W.2
  • 36
    • 71049174812 scopus 로고    scopus 로고
    • note
    • 1/n. The 3D drawing is shown in the online Supplementary data.
  • 37
    • 71049132996 scopus 로고    scopus 로고
    • note
    • 2 was ultimately produced in a substantial quantity (8%).
  • 38
    • 71049130170 scopus 로고    scopus 로고
    • note
    • D value was in fair agreement with that (+35.2) of the major dipeptide separately synthesized by high-pressure coupling of 4 and d-(Et)Cys(Trt)-OAll which was analogously prepared from Fmoc-d-Cys(Trt)-OH and allyl alcohol with HOBt, HBTU, and DIEA (see Ref. 6).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.