26666-93-3

Upstream product

• 5056-17-7 (2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial 
• 95307-44-1 [(E)-5-(4-Acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-3-methyl-pent-2-en-4-ynyl]-triphenyl-phosphonium; bromide 
• 1376185-61-3 triethyl[(4R)-4-ethynyl-3,5,5-trimethylcyclohex-3-en-1-yl]-oxysilane 
• 152125-31-0 (4R,6R)-2,2,6-Trimethyl-4-trimethylsilanyloxy-cyclohexanone 
• 76530-42-2 (R)-4-ethynyl-3,5,5-trimethylcyclohex-3-enyl acetate 
• 1376185-66-8 (2E)-3-methyl-5-[(4R)-2,6,6-trimethyl-4-triethylsilyloxycyclo-hex-1-en-1-yl]pent-2-en-4-yn-1-1ol 
• 1376185-70-4 [(1R)-4-((3E)-5-chloro-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-yloxy]triethylsilane 
• 55058-51-0 (4S)-hydroxy-(6R)-2,2,6-trimethylcyclohexanone 
• 408358-02-1 (4S,6R)-1-Ethynyl-2,2,6-trimethyl-cyclohexane-1,4-diol 
• 408358-01-0 (4S,6R)-2,2,6-Trimethyl-4-trimethylsilanyloxy-cyclohexanone 

Downstream Products

• 95307-30-5 perhydrogenation 
• 95343-66-1 C₄₀H₅₂O₂ 

Relevant academic research and scientific papers

Synthesis of labile all-trans-7,8,7′,8′-bis-acetylenic carotenoids by bi-directional Horner-Wadsworth-Emmons condensation

A new stereoselective synthesis of the C40-bis-acetylenic carotenoids all-trans-(3R,3′R)-alloxanthin and all-trans-3,4,7,8,3′,4′,7′,8′-octadehydro-β,β-carotene, both compounds featuring a stereochemically labile C7-C10 enyne, based on a bi-directional Horner-Wadsworth-Emmons (HWE) reaction of a C15-phosphonate and a central C10-dialdehyde, is reported. The triene unit of the latter fragment was synthesized using the acyclic metathesis/dimerization reaction.

Synthesis of (3S,3′S)- and meso-stereoisomers of alloxanthin and determination of absolute configuration of alloxanthin isolated from aquatic animals

In order to determine the absolute configuration of naturally occurring alloxanthin, a HPLC analytical method for three stereoisomers 1a-c was established by using a chiral column. Two authentic samples, (3S,3?S)- and meso-stereoisomers 1b and 1c, were ch

Stereoselective total synthesis of the acetylenic carotenoids alloxanthin and triophaxanthin

Stereoselective total synthesis of the C40-diacetylenic carotenoid alloxanthin (1) and the C31-acetylenic apocarotenoid triophaxanthin (2) was accomplished by Wittig condensation of C 10-dialdehyde 20 or C16-ket

Carotenoid Sulfates. 4. Syntheses and Properties of Carotenoid Sulfates

Carotenoid sulfates have been prepared from 14 selected carotenols for spectroscopic characterization, studies of their stability in solution and their water solubility.Carotenoids containing sec non-allylic hydroxy groups provided sulfates stable in methanol solution, exemplified by zeaxanthin mono- and disulfate, alloxathin mono- and disulfate, fucoxanthin monosulfate, peridinin monosufate, capsorubin mono- and disulfate and astaxanthin mono- and disulfate.Acid catalyzed methanolysis of zeaxanthin disulfate gave zeaxanthin with complete retention of configuration.Enzymatic hydrolysis of alloxanthin monosulfate is reported.Less stable sulfates were obtained from sec vic diol type-, phenolic and tert-carotenols; caloxanthin, nostoxanthin, 3-hydroxyisorenieratene, 3,3'-dihydroxyisorenieratene, rhodovibrin, di-OH-lycopene and OH-chlorobactene.Acid catalyzed methanolysis of the tert caratenols proceeded via carbocations, judged by the solvolysis products characterized.Characteristic spectroscopic properties of carotenoid sulfates are pointed out.Water solubilities were studied.

Carotenoids and Related Compounds. Part 38. Synthesis of (3RS,3'RS)-Alloxanthin and Other Acetylenes

The all-trans, 9-cis, and 9,9'-di-cis forms of (3RS,3'RS)-alloxanthin have been synthesized, also the 9-cis-isomer of (3RS,6'RS)-crocoxanthin.Perhydrogenation of alloxanthin gives a product with the same optical properties as perhydrozeaxanthin.These resu