21730-91-6

Usage

Synthesis Reference(s)

Tetrahedron, 39, p. 867, 1983 DOI: 10.1016/S0040-4020(01)88585-9

InChI:InChI=1/C15H24O2/c1-12(10-17-11-16)7-8-14-13(2)6-5-9-15(14,3)4/h10-11H,5-9H2,1-4H3/b12-10+

Upstream product

• 17283-81-7 4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on 
• 42569-33-5 ethyl (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-2-enoate 
• 18665-81-1 (E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-2-en-1-ol 

Downstream Products

• 84518-22-9 2‐methyl‐4‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)butanal 
• 75456-67-6 2-(4-methoxy-3-methylbut-3-enyl)-1,3,3-trimethylcyclohex-1-ene 
• 17283-81-7 4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on 

Relevant academic research and scientific papers

Bioluminescence in the limpet-like snail, latia neritoides

Latia neritoides is a small limpet-like snail that produces a bright green bioluminescence; it is found only in New Zealand streams. The light-emitting system is unique. Although Latia bioluminescence has been studied since 1880, its mechanism is unclear. Shimomura and Johnson clarified the elements of the mechanism, including the structures of luciferin and luciferase, in 1968. However, neither the emitter nor the mechanism of the excited state of luciferin has been determined. We studied molecular mechanisms to clarify the characteristics of luciferin and luciferase and to produce a new application for this system.

Bioluminescence activity of Latia luciferin analogs

Latia luciferin analogs were synthesized and their bioluminescence activities were measured. The Latia luciferase was found to recognize strictly the 2,6,6-trimethylcyclohexene ring moiety in the luciferin structure. While the enol ether analogs exhibited no bioluminescence activity, the corresponding enol acetate analog possessed 60% activity compared to natural luciferin having an enol formate structure, implying that the initial step of the light producing reaction is an enzymatic hydrolysis to yield the corresponding enolate anion. (C) 2000 Elsevier Science Ltd.

SILICON IN SYTHESIS-17 CHLROMETHYL(TRIMETHYLSILYL)LITHIUM-A NEW REAGENT FOR THE DIRECT CONVERSION OF ALDEHYDES AND KETONES INTO α,β-EPOXYTRIMETHYLSILANES

Treatment of chloromethyltrimethylsilane 1 with sec-BuLi at -78 deg produces chloromethyl(trimethylsilyl)lithium 4.Treatment of 4 with a wide range of aldehydes and ketones gives α,β-epoxytrimethylsilanes 5-28, which on acidic hydrolysis give homologated aldehydes.