77745-32-5 Usage
Description
8-Oxabicyclo[3.2.1]octan-3-one, also known as 3-oxabicyclo[3.2.1]octan-8-one, is a bicyclic organic compound with the molecular formula C7H10O2. It is a colorless liquid with a distinctive odor and is recognized for its unique structure and reactivity. 8-Oxabicyclo[3.2.1]octan-3-one serves as a versatile chemical building block in the synthesis of a diverse array of pharmaceuticals, agrochemicals, and fragrances. Its potential as a chiral auxiliary in asymmetric synthesis further underscores its importance and versatility in the realm of organic chemistry.
Uses
Used in Pharmaceutical Industry:
8-Oxabicyclo[3.2.1]octan-3-one is used as a key intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medicines. Its unique structure allows for the creation of complex organic compounds that can address specific medical needs.
Used in Agrochemical Industry:
In the agrochemical sector, 8-Oxabicyclo[3.2.1]octan-3-one is utilized as a chemical building block for the production of agrochemicals. Its reactivity and structural properties enable the synthesis of compounds that can be used in pest control and crop protection, thereby supporting agricultural productivity.
Used in Fragrance Industry:
8-Oxabicyclo[3.2.1]octan-3-one is employed as a component in the creation of fragrances, where its distinctive odor and chemical properties are harnessed to produce a variety of scent profiles for use in perfumes, cosmetics, and other scented products.
Used in Asymmetric Synthesis:
8-Oxabicyclo[3.2.1]octan-3-one is used as a chiral auxiliary in asymmetric synthesis, a technique crucial for producing enantiomerically pure compounds. Its application in this field is significant for the development of more efficient and selective synthetic routes, leading to advancements in organic chemistry and the production of high-value compounds.
Used in the Synthesis of Natural Products:
8-Oxabicyclo[3.2.1]octan-3-one is also used in the synthesis of natural products, where its unique reactivity and structural features facilitate the production of complex organic molecules found in nature. This application is particularly important in the fields of biochemistry and pharmacology, where natural products often serve as lead compounds for drug discovery.
Check Digit Verification of cas no
The CAS Registry Mumber 77745-32-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,7,4 and 5 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 77745-32:
(7*7)+(6*7)+(5*7)+(4*4)+(3*5)+(2*3)+(1*2)=165
165 % 10 = 5
So 77745-32-5 is a valid CAS Registry Number.
77745-32-5Relevant articles and documents
Synthesis of a stable analogue of thromboxane A1 (±)-9a-HOMO-(11,12)-DEOXA-(11,12)-methylene thromboxane A1
Ansell,Caton,Mason
, p. 1141 - 1142 (1981)
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Chiral lewis acid-catalyzed highly enantioselective [4 + 3] cycloaddition reactions of nitrogen-stabilized oxyallyl cations derived from allenamides
Huang, Jian,Hsung, Richard P.
, p. 50 - 51 (2007/10/03)
A chiral Lewis acid-catalyzed highly enantioselective [4 + 3] cycloaddition reaction of allenamide-derived nitrogen-stabilized chiral oxyallyl cations is described here. The use of bisoxazoline ligand and CuOTf2 provides high enantioselectivity, especially with [SbF6]- as the counteranion. Copyright
Synthesis of 8-oxa analogues of norcocaine endowed with interesting cocaine-like activity
Kozikowski, Alan P.,Simoni, Daniele,Roberti, Marinella,Rondanin, Riccardo,Wang, Shaomeng,Du, Pingfeng,Johnson, Kenneth M.
, p. 1831 - 1836 (2007/10/03)
In order to further explore the importance of cocaine's bridge nitrogen atom in binding to the dopamine transporter (DAT), we have synthesized the previously known racemic 8-oxa-norcocaines 3-6 in which the nitrogen atom has been replaced by oxygen. Additionally, to avoid incorrect interpretations of biological data that may stem from the use of racemic materials, several of these analogues were synthesized and tested in non-racemic form. (-)-8-Oxa- norcocaine (3) was found to bind to the cocaine recognition site and to inhibit the dopamine transporter with potencies only about 8-fold and 4- fold, respectively, less than those of norcocaine (2). (-)-8-Oxa- pseudonorcocaine (4) as well as (+)-8-oxa-norcocaine (3) were found to be comparable in activity to (-)-oxa-norcocaine. These pharmacological findings support our earlier suggestion that cocaine is likely to bind in its neutral form to the DAT.
