74352-10-6

Upstream product

• 3338-53-2 6,6-dimethoxy-4-methyl-hex-3-en-1-yne 
• 82178-66-3 6,6-dimethoxy-4-hydroxy-4-methyl-1-hexyne 
• 53839-93-3 9-(1-deuterovinyl)-β-ionol 
• 17974-59-3 (7E)-9-ethynyl-β-ionol 
• 79-77-6 (E)-β-ionone 
• 82178-68-5 (1E,6E)-9,9-Dimethoxy-3,7-dimethyl-1-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-1,6-dien-4-yn-3-ol 
• 82648-70-2 diethyl (3-cyano-2-methyl-2-trans-propenyl)phosphonate 

Relevant academic research and scientific papers

Synthesis of specifically deuteriated 9- and 13-demethylretinals

(13-2H)13-Demethylretinal, (11,12,13-2H3)13-demethylretinal, (9-2H)9-demethylretinal and (9,10-2H2)9-demethylretinal were prepared in all-E, 9Z, 11Z and 13Z isomeric form with high deuterium incorporation.In the

Preparation of deuterium-labelled retinals having high deuterium content on specific positions. 10-Mono-, 11-mono, 10,11-di- and 14,20,20,20-tetradeuterioretinal

10-Mono-, 11-mono- and 10,11-dideuterioretinal (in the all-trans, 9-cis, 11-cis and 13-cis forms) of > 98 percent purity and the required (> 96 percent) deuterium incorporation were prepared via LiAlH4 or LiAlD4 reduction of the retinylidene derivative 8.Compound 8 was prepared by coupling β-ionone with 6,6-dimethoxy-4-methyl-3-hexen-1-yne (6), which had been obtained in high yield from 2-propynyl bromide and commercial 4,4-dimethoxy-2-butanone (4).Exchange of 4 with D2O and base gave 4,4-dimethoxy-1,1,1,3,3-pentadeuterio-2-butanone (4a), which in turn, using the same synthetic method, finally provided 14,20,20,20-tetradeuterioretinal.

10-Mono-, 11-mono-, 12-mono and 11,12-dideuteroretinal

The 11-mono and 12-mono- and 11,12-dideuteroretinal (in the all-trans, 9-cis, 11-cis and 13-cis form) with > 98percent chemical purity and > 95percent mono- and dideuterium incorporation were prepared using the same scheme for all three compounds.The all-