102628-95-5 Usage
Description
(1S,6S)-1-(2-Oxa-bicyclo[4.1.0]hept-7-yl)-methanol, commonly known as exo-brevicomin, is a natural pheromone compound found in the feces of certain beetle species. It is a bicyclic alcohol with a seven-membered ring and a hydroxyl group, playing a crucial role in insect communication and mating behavior.
Uses
Used in Pest Management:
Exo-brevicomin is used as a semiochemical for monitoring and controlling forest insect pests, particularly bark beetles, by disrupting their mating patterns. This helps in managing pest populations and reducing the damage caused by these insects to forests and trees.
Used in Insect Chemical Ecology and Behavior Research:
Exo-brevicomin is also utilized as a tool for understanding insect chemical ecology and behavior. Studying its effects on insect communication and mating can provide valuable insights into the complex interactions between insects and their environment, potentially leading to the development of novel pest control strategies and a better understanding of insect biology.
Check Digit Verification of cas no
The CAS Registry Mumber 102628-95-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,2,6,2 and 8 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 102628-95:
(8*1)+(7*0)+(6*2)+(5*6)+(4*2)+(3*8)+(2*9)+(1*5)=105
105 % 10 = 5
So 102628-95-5 is a valid CAS Registry Number.
102628-95-5Relevant articles and documents
Highly Enantioselective Intermolecular Cu(I)-Catalyzed Cyclopropanation of Cyclic Enol Ethers. Asymmetric Total Synthesis of (+)-Quebrachamine
Temme, Oliver,Taj, Shabbir-Ali,Andersson, Pher G.
, p. 6007 - 6015 (2007/10/03)
A set of cyclic enol ethers derived from 2,3-dihydrofuran 35 and 3,4-dihydropyran 8 with a varying substitution pattern at the olefinic system were synthesized. Evans's ligand 5 with Cu(I)OTf was found to be an effective catalyst in the cyclopropanation reaction between cyclic enol ethers 14, 19, 28-31, and 33 and ethyl diazoacetate 6 to give diastereoselectivities up to exo/endo = 95:5 and enantioselectivities higher than 95% in nearly all cases. Because of the selective building of a quarternary carbon center and good yields in the formation of bicyclic structures 34c-h, the reaction was used as a key step in the asymmetric synthesis of (+)-quebrachamine 7, an indole alkaloid of the Aspidosperma family. After acid-induced ring opening of bicyclic compound 34f to lactone 40 followed by LiAlH4 reduction to the masked aldehyde 41, a reaction with tryptamine gave intermediate 42. This alcohol was efficiently converted into the indole alkaloid (+)-quebrachamine 7 in an overall yield of 37% starting from the chiral synthon 34f. Moreover it revealed the absolute configuration of the quarternary center of the cyclopropanation product 34f to be S.
