108675-63-4Relevant academic research and scientific papers
An expeditious synthesis of geodiamolide a, an 18-membered cytotoxic depsipeptide from marine sponges
Shioiri, Takayuki,Imaed, Takayuki,Hamad, Yasumasa
, p. 421 - 442 (2007/10/03)
Geodiamolide A (1) has been efficiently synthesized from the polypropionate and tripeptide units using the Evans asymmetric alkylation, the Mitsunobu esterification, and the macrolactamization with diphenyl phosphorazidate (DPPA) as key steps. Efficient esterification between the complex polyketide and tripeptide units was also realized under high pressure conditions.
Efficient syntheses of geodiamolide A and jaspamide, cytotoxic and antifungal cyclic depsipeptides of marine sponge origin
Imaeda, Takayuki,Hamada, Yasumasa,Shioiri, Takayuki
, p. 591 - 594 (2007/10/02)
Geodiamolide A (1a) and jaspamide (2) have been efficiently synthesized by use of the Evans asymmetric alkylation, the Mitsunobu esterification, and the DPPA macrolactamization as key steps.
A TOTAL SYNTHESIS OF (+)-GEODIAMOLIDES A AND B, THE NOVEL CYCLODEPSIPEPTIDES
Hirai, Yoshiro,Yakota, Katsuyuki,Yamazaki, Takao,Momose, Takefumi
, p. 1101 - 1119 (2007/10/02)
Diastereo-controlled total synthesis of (+)-geodiamolides A (1) and B (2) has been accomplished via a prior synthesis of the tetrapropionate-derived fragment 7 and of the halogenated N-methyltyrosyltripeptide 6, the latter involving direct halogenation of the tripeptide 5, and subsequent coupling of both fragments followed by the trichlorobenzoyl chloride-mediated macrolactonization, respectively.
Total Synthesis of Geodiamolide A, a Novel Cyclodepsipeptide of Marine Origin
White, James D.,Amedio, John C.
, p. 736 - 738 (2007/10/02)
Geodiamolide A (1), a cyclodepsipeptide isolated from the sponge Geodia containing the new amino acid (R)-3-iodo-N-methyltyrosine, was synthesized from its constituent tripeptide and 8-hydroxynonenoic acid subunits.Final closure of the 18-membered ring wa
