98718-44-6

Upstream product

• 26533-75-5 (4R,6R)-1-((E)-5-Hydroxy-3-methyl-pent-3-en-1-ynyl)-2,2,6-trimethyl-cyclohexane-1,4-diol 
• 70905-70-3 <1R,4S,5R-(E)>-4-(5-Acetoxy-3-methylpent-3-en-1-ynyl)-4-hydroxy-3,3,5-trimethylcyclohexyl acetate 
• 80713-62-8 5-(1-methoxy-1-methylethoxy)-3-methyl-3E-penten-1-yne 
• 152125-31-0 (4R,6R)-2,2,6-Trimethyl-4-trimethylsilanyloxy-cyclohexanone 
• 70905-68-9 (1S,4R,6R)-1-<(E)-5-hydroxy-3-methylpent-3-en-1-ynyl>-2,2,6-trimethylcyclohexane-1,4-diol 
• 20548-02-1 (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one 
• 70905-69-0 2-trans-5-<(4'R)-4'-acetoxy-2',6',6'-trimethylcyclohex-1'-enyl>-3-methyl-2-penten-4-yn-1-yl acetate 
• 98665-95-3 ethyl (1S,4R,6R)-4-hydroxy-1-(5-hydroxy-3-methyl-3E-penten-1-ynyl)-2,2,6-trimethylcyclohexylcarbonate 
• 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 
• 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 

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 
• 70267-38-8 9-Z-(3R,3'R)-diatoxanthin 
• 159171-18-3 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al 
• 162302-59-2 (2E,4E,6E,8E,10E)-13-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-2,7,11-trimethyl-trideca-2,4,6,8,10-pentaen-12-ynal 
• 144-68-3 zeaxanthin 

Relevant academic research and scientific papers

Carotenoids and related polyenes. Part 3. First total synthesis of fucoxanthin and halocynthiaxanthin using oxo-metallic catalyst

The first total synthesis of optically active fucoxanthin 1 and halocynthiaxanthin 2 had been accomplished via the 8-oxo compound 5, efficiently prepared by rearrangement of the α-acetylenic alcohol 10 using oxo-metallic catalyst and subsequent iodine-catalysed double-bond shift.

Total synthesis of acetylenic carotenoids-1. Synthesis of optically active 2-E-((4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enyl)-3-methyl-2 -penten-4-yn- 1-al, a C15-synthon

The title compound was synthesised in the optically active form in seven steps from (4R,6R)-actinol in 34% overall yield. The relative configuration within the C15-key intermediate acet-ylenic triol, 2-E-5-((1S,4R,6R)-1,4- dihydroxy-2,2,6-trime

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.