33956-61-5

Usage

Uses

Used in Insect Control:
Tetranactin is used as an insecticide for its potent insecticidal activity.
Used in Agriculture:
Tetranactin is used as a monovalent cation ionophore with high selectivity for ammonium and potassium to improve nutrient uptake and enhance crop growth.

InChI:InChI=1/C44H72O12/c1-9-29-21-33-13-17-38(49-33)26(6)42(46)54-31(11-3)23-35-15-19-40(51-35)28(8)44(48)56-32(12-4)24-36-16-20-39(52-36)27(7)43(47)55-30(10-2)22-34-14-18-37(50-34)25(5)41(45)53-29/h25-40H,9-24H2,1-8H3/t25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,38+,39+,40-

Upstream product

• 110881-06-6 (-)-(2R,3R,6S,8S)-Homononactyl-(+)-(2S,3S_.6R,8R)-homononactyl-(-)-(2R,3R,6S,8S)-homononactyl-(+)-(2S,3S,6R,8R)-homononactinsaeure-S-(3-cyano-4,6-dimethyl-2-pyridinylester) 
• 539-47-9 3-(fur-2-yl)crotonic acid 
• 110865-38-8 2-[5-((S)-2-Acetoxy-butyl)-furan-2-yl]-propionic acid 
• 105210-92-2 5-<2(S)-Acetoxybutyl>-α(R,S)-methylfuran-2-acetaldehyd 
• 105210-94-4 5-<(2S)-Hydroxybutyl>-α(R,S)-methylfuran-2-essigsaeure-methylester 
• 105210-99-9 2-<2(S)-Acetoxybutyl>-5-vinylfuran 
• 1487-18-9 (furan-2-yl)ethylene 
• 75364-11-3 (2R,3R,6S,8S)-Homononactinsaeure-methylester 
• 16237-43-7 (2R,3R,6S,8S)-Homononactinsaeure 
• 105238-82-2 O-(t-Butyldimethylsilyl)-(-)-(2R,3R,6S,8S)-homononactyl-(+)-(2S,3S_.6R,8R)-homononactyl-(-)-(2R,3R,6S,8S)-homononactyl-(+)-(2S,3S,6R,8R)-homononactinsaeure-benzylester 
• 110881-04-4 (-)-(2R,3R,6S,8S)-Homononactyl-(+)-(2S,3S_.6R,8R)-homononactyl-(-)-(2R,3R,6S,8S)-homononactyl-(+)-(2S,3S,6R,8R)-homononactinsaeure-benzylester 
• 110881-05-5 (-)-(2R,3R,6S,8S)-Homononactyl-(+)-(2S,3S_.6R,8R)-homononactyl-(-)-(2R,3R,6S,8S)-homononactyl-(+)-(2S,3S,6R,8R)-homononactinsaeure 
• 110881-02-2 O-(t-Butyldimethylsilyl)-(-)-(2R,3R,6S,8S)-homononactyl-(+)-(2S,3S_.6R,8R)-homononactinsaeure-benzylester 
• 105210-97-7 (-)-(2R,3R,6S,8S)-Homononactyl-(+)-(2S,3S_.6R,8R)-homononactinsaeure-benzylester 

Relevant academic research and scientific papers

Synthesis of (+)- and (-)-Homononactic Acid from (S)-1,2-Epoxybutane. Total Synthesis of Tetranactin by 'Reverse Coupe du Roi'

The synthesis of (+)- and (-)-homononactic acid was achieved in 6 steps and 4 steps respectively starting with the raction of 2-lithium-5-vinylfuran and (S)-(-)-1,2-epoxybutane; both enantiomers were used in the construction of the achiral macrolide antibiotic tetranactin by esterification and subsequent lactonisation with the thiolester of 3-cyano-4,6-dimethyl-2-thiopyridone.