Synthesis of the host-selective phytotoxin destruxin B. Avoiding diketopiperazine formation from an N-methyl amino acid dipeptide by use of the Boc-hydrazide derivative

Tetrahedron Letters

Volumn 38, Issue 3, 1997, Pages 339-342

  Ward, Dale E ^a   Lazny, Ryszard ^a   Soledade, M ^a   Pedras, C ^a  

^a UNIVERSITY OF SASKATCHEWAN   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPEPTIDE; DESTRUXIN; DESTRUXIN B; PLANT TOXIN; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG SYNTHESIS; METHODOLOGY; REACTION ANALYSIS;

EID: 0031021498     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02346-5     Document Type: Article

References (32)

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16. The protected hexadepsipeptide (AcO-Hmp-Pro-Ile-MeVal-MeAla-βAla-OMe) was prepared (by extension of the N-terminus starting with βAla-OMe) in 16% overall yield. The yield for lactonization (i., NaOH; ii., DCC, pyr) was not reported but is likely to be very low judging from similar examples: Lee, S.; Izumiya, N. Tetrahedron Lett. 1975, 883-886; Int. J. Peptide Protein Res. 1977, 10, 206-218.
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