98718-45-7

Upstream product

• 160332-74-1 2-cis-5-<(4'R)-4'-acetoxy-2',6',6'-trimethylcyclohex-1'-enyl>-3-methyl-2-penten-4-yn-1-yl acetate 
• 26533-75-5 (4R,6R)-1-((E)-5-Hydroxy-3-methyl-pent-3-en-1-ynyl)-2,2,6-trimethyl-cyclohexane-1,4-diol 
• 160332-73-0 (-)-(1'R,4'R,6'R)-(Z)-5-(1',4'-dihydroxy-2',2',6'-trimethylcyclohexyl)-3-methyl-2-penten-4-yn-1-ol 
• 152125-31-0 (4R,6R)-2,2,6-Trimethyl-4-trimethylsilanyloxy-cyclohexanone 
• 20548-02-1 (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one 

Downstream Products

• 160332-75-2 2-Z-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al 
• 144-68-3 zeaxanthin 
• 70267-38-8 9-Z-(3R,3'R)-diatoxanthin 

Relevant academic research and scientific papers

Total synthesis of acetylenic carotenoids. 3. First total synthesis of optically active 9-Z-(3R,3'R)-diatoxanthin and 9-Z-(3R)-7,8-didehydrocryptoxanthin.

Optically active 9-Z-(3R,3'R)-diatoxanthin and 9-Z-(3R)-7,8-didehydrocryptoxanthin were synthesised in an overall yield of 9percent and 11percent respectively, with a seven step C9+C6+C25=C40 strategy.A key intermediate was the previously undescribed C15-

87. Technical Procedures for the Syntheses of Carotenoids and Related Compounds from 6-Oxo-isophorone: Syntheses of (3R,3'R)-Zeaxanthin Part I

Starting from the readily available, optically active (4R)-4-hydroxy-2,2,6-trimethylcyclohexanone (1), a new technical synthesis of (3R,3'R)-zeaxanthin is described.According to a 2(C9 + C6) + C10= C40 construction scheme, the ketone 1 was first transformed with (E)-3-methylpent-2-en-4-yn-1-ol (5) into a C15-intermediate which, by a three-step sequence, could be converted into the known olefinic C15-Wittig salt 4.Optimized conditions for the final Wittig reaction of 4 with the C10-dialdehyde 3 are discussed.Based on 1, the overall yield of the entire technical process is ca. 40percent.