6006-06-0Relevant articles and documents
Total Synthesis of Laucysteinamide A, a Monomeric Congener of Somocystinamide A
Taylor, Kimberly S.,Zhang, Chen,Glukhov, Evgenia,Gerwick, William H.,Suyama, Takashi L.
supporting information, p. 865 - 870 (2021/04/02)
Laucysteinamide A (4) is a marine natural product isolated from the cyanobacterium Caldora penicillata and contains structural motifs found in promising cancer drug leads. The first total synthesis of 4 and its analogues was achieved, which also enabled a concise formal synthesis of somocystinamide A (3), a dimeric congener of 4 that previously showed extremely potent antiproliferative activities. This work provides further insights on structure-activity relationships in this class of natural products.
A natural ɑ - glucosidase inhibitor Penasulfate A synthetic method (by machine translation)
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, (2019/02/04)
The invention provides a natural ɑ - glucosidase inhibitor Penasulfate A synthetic method, including by the 1, 12 - dodecanediol via 5 step synthesis 12 - thirteen carbon olefine acid, L - arabinose via the 3 step synthesis (2 S, 3 R) - 2, 3 - oxygen - isopropyl - 4 - pentene - 1, 2, 3 - triol, (S)- Roche ester via the 8 step synthesis of chiral methyl undecenyl fundamental frequency that mellow boron ester, 12 - thirteen alkenylene acid and (2 S, 3 R) - 2, 3 - oxygen - isopropyl - 4 - pentene - 1, 2, 3 - triol in GrubbsII catalyst under the action of the olefin metathesis reaction, and then with the (R)- piperidine - 2 - carboxylic acid methyl ester reaction to prepare amide, re-oxidation results in the aldehyde, Takai alkene alkylation by thirteen alkenylene iodide, with the insecticidal compositions of the fundamental frequency that chiral methyl mellow boron ester in Pd (PPh3 )4 Catalytic, ethyl alcohol thallium as alkali under the condition of the key Suzuki coupling, hydrogenation reduction, [...], sulfuric acid ester, shall Penasulfate A. The present invention provides natural product Penasulfate A throughout the synthetic route for the first time, the olefin metathesis reactions and Suzuki coupling as a key reaction, the line is comparatively simple high efficiency, a high degree of convergence, the operation is easy to grasp. (by machine translation)
Towards the synthesis of epothilone A: Enantioselective preparation of the thiazole side-chain and macrocyclic ring closure
Taylor, Richard E.,Haley, Jeffrey D.
, p. 2061 - 2064 (2007/10/03)
A synthetic approach to a new class of microtubule-stabilizing natural products is described which employs a macrocyclic olefination strategy to cyclize the 16-membered lactone ring. The C13-C19 thiazole subunit of epothilone A and B is prepared in high enantioselectivity using a catalytic asymmetric allylation reaction.
