65733-17-7

Basic information

• Product Name: R-(-)-11-methoxy-3,7,11-trimethyl-2E,4E-dodecadienoic acid isopropyl ester
• Synonyms: R-(-)-11-methoxy-3,7,11-trimethyl-2E,4E-dodecadienoic acid isopropyl ester
• CAS NO: 65733-17-7
• Molecular Weight: 310.477
• Mol File: 65733-17-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: R-(-)-11-methoxy-3,7,11-trimethyl-2E,4E-dodecadienoic acid isopropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: R-(-)-11-methoxy-3,7,11-trimethyl-2E,4E-dodecadienoic acid isopropyl ester(65733-17-7)
• EPA Substance Registry System: R-(-)-11-methoxy-3,7,11-trimethyl-2E,4E-dodecadienoic acid isopropyl ester(65733-17-7)

Safety Data

• Hazardous Substances Data: 65733-17-7(Hazardous Substances Data)

Upstream product

• 2436-90-0 (S)-(+)-dihydromyrcene 
• 134600-30-9 S-(+)-7-methoxy-3,7-dimethyl-1-octene 
• 50798-35-1 diisopropyl ester of 2-methyl-3-isopropoxycarbonyl-2-propenylphosphonic acid 
• 134678-53-8 S-(-)-7-methoxy-3,7-dimethyloctanal 
• 114807-42-0 S-(+)-7-methoxy-3,7-dimethyloctan-1-ol 
• 33027-94-0 4-hydroxy-6,10-dimethylundec-9-en-2-one 
• 19870-49-6 (E)-6,10-dimethylundeca-3,9-dien-2-one 
• 90660-54-1 6,10-dimethylundeca-1,9-dien-4-ol 
• 106-23-0 3,7-dimethyl-oct-6-enal 
• 67-56-1 methanol 
• 41797-08-4 isopropyl 3,7,11-trimethyl-2ξ,4E,10-dodecatrienoate 

Relevant articles and documents

Synthesis of S-(+)-methoprene

An optically active juvenile hormone analogue, S-(+)-methoprene (1), is synthesized in six steps from technical grade S-(+)-3,7-dimethyl-1,6-octadiene (''(+)-dihydromyrcene'', e.e. ca. 50percent) by a novel procedure which begins with selective hydroalumination-oxidation to give S-(-)-citronellol.This alcohol is oxidized to give S-(-)-citronellal which on reaction with allylmagnesium chloride affords 6S,10-dimethyl-1,9-undecadien-4R/S-ol (5).Smidt-Moiseev oxygenation of 5 followed by dehydration leads to 6S,10-dimethyl-3E,9-undecadien-2-one.The latter on treatment with isopropoxyethynylmagnesium bromide is transformed into isopropyl 3,7S,11-trimethyl-2E/Z,4E,10-dodecatrienoate which upon Brown solvomercuration-reduction in MeOH gives 1 in 14percent overall yield.