33156-93-3

Usage

InChI:InChI=1/C11H16/c1-2-3-8-11-9-6-4-5-7-10-11/h3-4,6-8,10-11H,2,5,9H2,1H3/b8-3+/t11-/m0/s1

Upstream product

• 29837-20-5 (-)-dictyopterene B 
• 72184-78-2 ethyl 2,5-cycloheptadienecarboxylate 
• 24519-25-3 2-vinylcyclopropanecarbaldehyde 
• 69698-63-1 (2,5-Cycloheptadienyl)methanol 
• 58070-46-5 (+/-)-<2-ethenylcyclopropyl>methanol 
• 2183-89-3 ethyl 2-ethenylcyclopropane carboxylate 
• 6228-47-3 n-propyltriphenylphosphonium bromide 
• 79067-92-8 (S)-(+)-2,5-Cycloheptadienecarbaldehyde 

Relevant academic research and scientific papers

Stereoselctive Synthesis of Ectocarpene and its Antipode via Microbiological Asymmetric Hydrolysis

Biological asymmetric hydrolysis of ethyl (+/-)-cycloheptadienecarboxylate with Rhodotorula minuta var. texensis IFO 1102 and chemical resolution of the corresponding carboxylic acid with (-)-quinine provided (R)-(+)-ethyl 2,5-cycloheptadienecarboxylate (78percent e.e) and (S)-(+)-2,5-cycloheptadienecarboxylic acid (95percent e.e.), respectively.The (R)-(+)-carboxylate was converted to (R)-(-)-2,5-cycloheptadienylcarbaldehyde and (S)-(+)-carboxylic acid to (S)-(+)-2,5-cycloheptadienylcarbaldehyde.Ectocarpene (78percent e.e), male-gamete attractant of marine brown alga, and its antipode (95percent e.e) were synthesized by stereoselective Wittig reaction between the (R)-(-)- and (S)-(+)-aldehydes and propyltriphenylphosphonium bromide in a liquid-solid two phase system using 18-crown ether-t-BuOK, respectively.