87950-72-9

Upstream product

• 134409-14-6 (2Z,4E)-5-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-6,6-dimethyl-4-oxo-cyclohex-2-enyl]-3-methyl-penta-2,4-dienoic acid methyl ester 
• 134409-14-6 (2Z,4E)-5-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-hydroxy-6,6-dimethyl-4-oxo-cyclohex-2-enyl]-3-methyl-penta-2,4-dienoic acid methyl ester 
• 134409-14-6 methyl 7'-t-butyldimethylsiloxyabscisiate 
• 134409-07-7 4,4-ethylenedioxy-2-hydroxymethylene-6,6-dimethylcyclohexanone 
• 134409-13-5 methyl 5-(2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-1-hydroxy-6,6-dimethylcyclohex-2-enyl)-3-methylpenta-2,4-dienoate 
• 134418-40-9 5-(2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-1-hydroxy-6,6-dimethylcyclohex-2-enyl)-3-methylpenta-2,4-dien-1-al 
• 134409-12-4 5-(2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-1-hydroxy-6,6-dimethylcyclohex-2-enyl)-3-methylpenta-2,4-dien-1-ol 
• 134409-11-3 5-(2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-1-hydroxy-6,6-dimethylcyclohex-2-enyl)-3-methylpent-2-en-4-yn-1-ol 
• 134409-05-5 2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-6,6-dimethylcyclohex-2-en-1-one 
• 134409-08-8 4,4-ethylenedioxy-2-formyl-2-phenylseleno-6,6-dimethylcyclohex-1-one 
• 134409-10-2 4,4-ethylenedioxy-2-hydroxymethyl-6,6-dimethylcyclohex-2-en-1-one 
• 134409-09-9 4,4-ethylenedioxy-2-formyl-6,6-dimethylcyclohex-2-en-1-one 
• 134409-06-6 4,4-ethylenedioxy-2,2-dimethylcyclohexanone 
• 6153-05-5 (Z)-3-methylpent-2-en-4-ynol 

Downstream Products

• 91897-25-5 (-)-7'-hydroxyabscisic acid 
• 91897-25-5 (+)-7'-hydroxyabscisic acid 

Relevant academic research and scientific papers

SYNTHESIS OF (+)-, (-)- AND (+/-)-7'-HYDROXYABSCISIC ACID

A total synthesis of 7'-hydroxyabscisic acid (1), a putative metabolite of the plant hormone abscisic acid (ABA), is described.The key intermediate in the twelve step synthesis is 2-t-butyldimethylsiloxymethyl-4,4-ethylenedioxy-6,6-dimethylcyclohex-2-en-1-one (5) which contains the desired masked hydroxyl group at the C-7'position of ABA.The final transformation in the synthesis, the hydrolysis of the methyl ester of 1 is readily accomplished with porcine liver esterase.Optically pure (+)- and (-)-forms of 1 are obtained by resolution of the silyl ether methyl ester by HPLC on a chiral column.