98665-95-3

Basic information

• Product Name: ethyl (1S,4R,6R)-4-hydroxy-1-(5-hydroxy-3-methyl-3E-penten-1-ynyl)-2,2,6-trimethylcyclohexylcarbonate
• Synonyms: ethyl (1S,4R,6R)-4-hydroxy-1-(5-hydroxy-3-methyl-3E-penten-1-ynyl)-2,2,6-trimethylcyclohexylcarbonate
• CAS NO: 98665-95-3
• Molecular Weight: 324.417
• Mol File: 98665-95-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl (1S,4R,6R)-4-hydroxy-1-(5-hydroxy-3-methyl-3E-penten-1-ynyl)-2,2,6-trimethylcyclohexylcarbonate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (1S,4R,6R)-4-hydroxy-1-(5-hydroxy-3-methyl-3E-penten-1-ynyl)-2,2,6-trimethylcyclohexylcarbonate(98665-95-3)
• EPA Substance Registry System: ethyl (1S,4R,6R)-4-hydroxy-1-(5-hydroxy-3-methyl-3E-penten-1-ynyl)-2,2,6-trimethylcyclohexylcarbonate(98665-95-3)

Safety Data

• Hazardous Substances Data: 98665-95-3(Hazardous Substances Data)

Upstream product

• 116-11-0 2-Methoxypropene 
• 20548-02-1 (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one 
• 541-41-3 chloroformic acid ethyl ester 
• 80713-62-8 5-(1-methoxy-1-methylethoxy)-3-methyl-3E-penten-1-yne 

Downstream Products

• 95307-42-9 2-trans-5-(4'-hydroxy-2',2',6'-trimethylclohex-1'-enyl)-3-methylpent-2-en-4-yn-1-ol 
• 98718-44-6 (R)-4-<(E)-5-hydroxy-3-methylpent-3-en-1-ynyl>-3,5,5-trimethylcyclohex-3-enol 

Relevant articles and documents

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.