85458-25-9

Upstream product

• 67-56-1 methanol 
• 79-77-6 (E)-β-ionone 
• 180736-86-1 1-hydroxy-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-1,4-dien-3-one 
• 107-31-3 Methyl formate 

Downstream Products

• 180736-79-2 2-[3-(2,2-dimethoxy-ethyl)-buta-1,3-dienyl]-1,3,3-trimethylcyclohexene 
• 24336-21-8 9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenal 
• 52152-31-5 11-cis-9-Demethylretinal 
• 4808-04-2 5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dien-1-ol 
• 24336-19-4 all-trans-9-desmethyltretinal 
• 52152-32-6 9-cis-9-demethylretinal 
• 304466-91-9 (3E,7E)-6-Methylene-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,7-dien-2-one 
• 180736-80-5 (4E)-3-methylene-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-4-pentenal 
• 379669-30-4 7-methylene-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,8-trienoic acid methyl ester 
• 379669-31-5 7-methylene-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,8-trien-1-ol 

Relevant academic research and scientific papers

Stereoselective synthesis of 9-methylene-13-demethyl analogs of natural retinoids

9-Methylene-13-demethyl analogs of retinol, retinal and retinoic acid, methyl ester were synthesised via new synthons β-methylenealdehydes.

Syntheses of new 9- and 13-methylene isomers of retinal

Syntheses of new 9- and 13-methylene isomers of retinal via the '9-methylene-C-18 ketone' 1 or 'C-18 ketone' 2 are reported. (C) 2000 Published by Elsevier Science Ltd.

Stereoselective syntheses of 13E and 13Z retinoic acids via a new intermediate C-15 β-methylenealdehyde

The methylene-de-oxo-bisubstitution reaction between dimethyl isopropylidene malonate and the C-15 β-methylenealdehyde 1 which could serve as substitute for E β-ionylideneacetaldehyde 2, produces stereoselectively the E,E olefin. Hence, new stereoselective syntheses of 13 E and 13 Z retinoic acids were described. (C) 2000 Elsevier Science Ltd.

Stereoselective synthesis of 13Z retinoic acids via β-methylenealdehydes as synthons

A stereoselective synthesis of 13Z retinoic acids via β-methylenealdehydes is described. In methylene-de-oxo-bisubstitution reactions (Knoevenagel, Stobbe, etc.), these new synthons produce stereoselectively E olefins. Hence, a synthesis of 13Z retinoic acids is described, via a stereospecific monodecarboxylation of carboxy-14-retinoic acids.

First synthesis of 9-Demethyl-14-Carboxyretinoic Acid

A short synthesis of 9-demethyl-14-carboxyretinoic acid from β-ionone via 9-demethyl-β-ionyldeneacetaldehyde is reported (48percent overal yield).