199921-92-1

Basic information

• Product Name: (2R,4S)-4-acetoxy-2-bromo-2,6,6-trimethylcyclohexanone
• Synonyms: (2R,4S)-4-acetoxy-2-bromo-2,6,6-trimethylcyclohexanone
• CAS NO: 199921-92-1
• Molecular Weight: 277.158
• Mol File: 199921-92-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,4S)-4-acetoxy-2-bromo-2,6,6-trimethylcyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S)-4-acetoxy-2-bromo-2,6,6-trimethylcyclohexanone(199921-92-1)
• EPA Substance Registry System: (2R,4S)-4-acetoxy-2-bromo-2,6,6-trimethylcyclohexanone(199921-92-1)

Safety Data

• Hazardous Substances Data: 199921-92-1(Hazardous Substances Data)

Upstream product

• 20548-02-1 (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one 
• 64839-18-5 (1R,5R)-3,3,5-trimethyl-4-oxocyclohexyl acetate 

Downstream Products

• 64809-51-4 4(S)-2,6,6-trimethyl-4-[(trimethylsilyl)oxy]-cyclohex-2-en-1-one 
• 64809-50-3 (4S)-4-hydroxy-2,6,6-trimethyl-cyclohex-2-en-one 
• 64839-19-6 4(S)-2,6,6-trimethyl-4-acetoxy-cyclohex-2-en-1-one 

Relevant articles and documents

Total synthesis of C31-methyl ketone apocarotenoids 3. On the structure of hopkinsiaxanthin: First total synthesis of (all-E)-(3S)- and (9Z)-(3S)-7′-apohopkinsiaxanthin

Optically active (all-E)-(3S)-7′-apohopkinsiaxanthin, previously known as F1, and (9Z)-(3S)-7′-apohopkinsiaxanthin have been prepared by total synthesis for the first time in ca. 1% combined overall yield, including two unidentified geometrical isomers, in sixteen linear steps from (4R,6R)-actinol, (2E)-3-methyl-2-penten-4-yn-1-ol, (7-formyl-2-methyl-2,4,6-octatrienyl)triphenylphosphonium bromide, (3-formyl-2-butenyl)triphenylphosphonium bromide and methyllithium, by use of a C15+C10+C5+C1 approach. By an alternative route from (2Z)-5-[((4S)-4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexenyl)-3-methyl-2-penten- 4-ynyl]triphenylphosphonium bromide, (7-formyl-2-methyl-2,4,6-octatrienyl)triphenylphosphonium bromide and (2E)-3-methyl-4-oxo-2-pentenal, the same target compounds were obtained in a combined overall yield of >61%, including four unidentified geometrical isomers, over two steps, by use of a C15+C16 approach. A hypothetical structure for hopkinsiaxanthin is discussed, based on present and previously reported spectroscopic and chemical data for (all-E)-(3S)- and (9Z)-(3S)-7′-apohopkinsiaxanthin and on data previously reported for hopkinsiaxanthin itself. Acta Chemica Scandinavica 1997.