179618-63-4

Upstream product

• 2622-05-1 allylmagnesium bromide 
• 179618-62-3 (4E,6E)-10-(4-Methoxy-benzyloxy)-4-methyl-deca-4,6-dienal 
• 106-24-1 Geraniol 
• 179618-59-8 5-[(3E,5E)-9-(4-Methoxy-benzyloxy)-3-methyl-nona-3,5-dienyl]-2,2,4,4-tetramethyl-[1,3]dioxolane 
• 179618-61-2 (6E,8E)-12-(4-Methoxy-benzyloxy)-2,6-dimethyl-dodeca-6,8-diene-2,3-diol 
• 179618-58-7 [(E)-3-Methyl-5-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-pent-2-enyl]-phosphonic acid diethyl ester 
• 119649-27-3 4-((4-methoxybenzyl)oxy)butanal 
• 119649-45-5 4-(p-methoxybenzyloxy)butan-1-ol 
• 824-94-2 p-methoxybenzyl chloride 
• 83324-69-0 (E)-8-bromo-2,3-O-isopropylidene-2,6-dimethyl-6-octene-2,3-diol 
• 124150-94-3 (E)-3-methyl-5-(2,2,5,5-tetramethyl-1,3-dioxolan-4-yl)pent-2-en-1-ol 
• 40036-54-2 (E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-ol 

Downstream Products

• 179618-64-5 (4E,6E,10R)-10-methoxy-1-(4-methoxybenzyl)oxy-7-methyltrideca-4,6,12-triene 
• 155233-30-0 curacin A 

Relevant academic research and scientific papers

Synthetic study on curacin A: A novel antimitotic agent from the cyanobacterium Lyngbya majuscula

Curacin A (1), a novel antimitotic agent, was synthesized in a highly stero-controlled manner. The four stereoisomers of a partial structure at the thiazoline moiety, 2 were also synthesized to aid in elucidation of the absolute configurations of three chiral centers in curacin A. The effects of porcine brain tubulin assembly of several synthetic compounds related to curacin A were examined.

Asymmetric total synthesis of curacin A

Curacin A (1), a novel antimitotic agent, was synthesized in a highly stereo-controlled manner. The key steps were (1) an asymmetric allylation using a chiral allyltitanium reagent and a double-asymmetric Simmons-Smith cyclopropanation to introduce three chiral centers, (2) Wittig and Wittig- Horner reactions to construct the C(3-4) and C(7-10) alkenes, and (3) a direct conversion of the thiazolidine to the thiazoline.