80713-70-8

Basic information

• Product Name: (S)-3-Brom-4-hydroxy-2,6,6-trimethyl-2-cyclohexen-1-on
• Synonyms: (S)-3-Brom-4-hydroxy-2,6,6-trimethyl-2-cyclohexen-1-on
• CAS NO: 80713-70-8
• Molecular Weight: 233.105
• Mol File: 80713-70-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-3-Brom-4-hydroxy-2,6,6-trimethyl-2-cyclohexen-1-on(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Brom-4-hydroxy-2,6,6-trimethyl-2-cyclohexen-1-on(80713-70-8)
• EPA Substance Registry System: (S)-3-Brom-4-hydroxy-2,6,6-trimethyl-2-cyclohexen-1-on(80713-70-8)

Safety Data

• Hazardous Substances Data: 80713-70-8(Hazardous Substances Data)

Upstream product

• 64809-50-3 (4S)-4-hydroxy-2,6,6-trimethyl-cyclohex-2-en-one 
• 80736-90-9 (2S,3R,4S)-2,3-Dibrom-4-hydroxy-2,6,6-trimethylcyclohexanon 

Downstream Products

• 80736-91-0 (4S)-3,4-dihydroxy-2,6,6-trimethylcyclohex-2-en-1-one 
• 80736-99-8 (S)-2,2,4,6,6-Pentamethyl-7,7a-dihydro-1,3-benzodioxol-5-(6H)-on 

Relevant articles and documents

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 .