76686-36-7

Basic information

• Product Name: (6S,3'E)-6-Hydroxy-3-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-2,4,4-trimethyl-2-cyclohexen-1-on
• Synonyms: (6S,3'E)-6-Hydroxy-3-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-2,4,4-trimethyl-2-cyclohexen-1-on
• CAS NO: 76686-36-7
• Molecular Weight: 248.322
• Mol File: 76686-36-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (6S,3'E)-6-Hydroxy-3-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-2,4,4-trimethyl-2-cyclohexen-1-on(CAS DataBase Reference)
• NIST Chemistry Reference: (6S,3'E)-6-Hydroxy-3-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-2,4,4-trimethyl-2-cyclohexen-1-on(76686-36-7)
• EPA Substance Registry System: (6S,3'E)-6-Hydroxy-3-(5'-hydroxy-3'-methyl-3'-penten-1'-inyl)-2,4,4-trimethyl-2-cyclohexen-1-on(76686-36-7)

Safety Data

• Hazardous Substances Data: 76686-36-7(Hazardous Substances Data)

Upstream product

• 80713-62-8 5-(1-methoxy-1-methylethoxy)-3-methyl-3E-penten-1-yne 
• 37428-56-1 (E)-3-bromo-2-buten-1-ol 
• 376393-18-9 (6S)-3-Ethynyl-6-hydroxy-2,4,4-trimethylcyclohex-2-enone 
• 80713-53-7 (S)-Essigsaeure-<4-((E)-5-acetoxy-3-methyl-3-penten-1-inyl)-3,5,5-trimethyl-2-oxo-3-cyclohexen-1-yl>ester 
• 80736-99-8 (S)-2,2,4,6,6-Pentamethyl-7,7a-dihydro-1,3-benzodioxol-5-(6H)-on 

Downstream Products

• 80736-65-8 (6S)-6-Hydroxy-3-[(1E,3E)-5-hydroxy-3-methylpenta-1,3-dienyl]-2,4,4-trimethylcyclohex-2-enone 

Relevant articles and documents

Carotenoids and related polyenes. Part 6. Stereoselective synthesis of astaxanthin analogues and their antioxidant activities

Astaxanthin analogues having various lengths of polyene chains are stereoselectively synthesized and their singlet-oxygen-quenching activities are examined.

Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus 6-Oxo-isophoron. III. Ein neues Konzept fuer die Synthese der enantiomeren Astaxanthine

A new and efficient concept for the total synthesis of (3S,3'S)- and (3R,3'R)-astaxanthin (1a and 1c, resp.) in high overall yield and up to 99,2percent enantiomeric purity is described.Key intermediates are the (S)- and (R)-acetals 10 and 17, respectively (Scheme 2).These chiral building blocks were synthesized via three different routes: a) functionalization of enantiomeric 3-hydroxy-6-oxo-isophorons 2 and 11, respectively (Scheme 2); b) optical resolution of 3,4-dihydroxy-compound 19 (Scheme 3), and c) fermentative reductions of 6-oxo-isophorone derivatives (Schemes 4 and 5). - The absolute configurations of the two intermediates 12 and 13 (Scheme 2) have been confirmed by X-ray analysis.The final steps leading to the enantiomeric astaxanthins are identical with those described for optically inactive astaxanthin .