81925-04-4 Usage
Uses
Used in Pharmaceutical Industry:
(-)-Isoborneolacetic acid is used as a chiral auxiliary for the asymmetric reduction of carbonyl compounds, which is crucial in the synthesis of various pharmaceutical compounds. Its ability to induce asymmetry in chemical reactions allows for the production of enantiomerically pure compounds, a critical factor in drug development where the biological activity of a drug can be highly dependent on its stereochemistry.
Used in Chemical Industry:
In the chemical industry, (-)-Isoborneolacetic acid serves as a key intermediate in the synthesis of complex organic molecules. Its unique structural features and chiral properties make it an ideal candidate for use in the creation of specialty chemicals, fragrances, and other精细化工产品.
Used in Organic Synthesis Research:
(-)-Isoborneolacetic acid is utilized as a chiral building block in organic synthesis research, enabling scientists to explore new methods and pathways for the creation of enantiomerically pure compounds. Its presence in research settings facilitates the development of innovative synthetic strategies and contributes to the advancement of organic chemistry as a field.
Used in Asymmetric Catalysis:
(-)-Isoborneolacetic acid is employed in asymmetric catalysis, a subfield of organic chemistry focused on the selective synthesis of one enantiomer over another. Its role in this process is to provide a chiral environment that directs the course of a chemical reaction, leading to the preferential formation of a specific enantiomer. This is particularly important in the production of chiral drugs, where only one enantiomer may possess the desired therapeutic effect.
Overall, (-)-Isoborneolacetic acid is a multifaceted compound with applications spanning across various industries, from pharmaceuticals to research and development, highlighting its significance in the realm of organic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 81925-04-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,1,9,2 and 5 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 81925-04:
(7*8)+(6*1)+(5*9)+(4*2)+(3*5)+(2*0)+(1*4)=134
134 % 10 = 4
So 81925-04-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H20O3/c1-11(2)8-4-5-12(11,3)10(15)7(8)6-9(13)14/h7-8,10,15H,4-6H2,1-3H3,(H,13,14)/t7?,8-,10+,12+/m1/s1
81925-04-4Relevant academic research and scientific papers
Chiral lactols, XIV: Stereoselective fusion of five-membered ring lactols to the bornane ring system
Noe, Christian R.,Knollmueller, Max,Gaertner, Peter,Mereiter, Kurt,Steinbauer, Gerhard
, p. 1015 - 1021 (2007/10/03)
Condensation of d-camphor (1) with diethyl oxalate and subsequent ester hydrolysis yielded camphoroxalic acid 3. endo-Fused lactone 9 was obtained by reduction of 3 with zinc followed by reduction with NaBH4 and ring closure with H2SO4. exo-Fused lactone 16, the crystal structure of which was determined, was prepared by reduction of 3 with NaBH4 under basic conditions followed by catalytic hydrogenation and ring closure with HCl. Reduction of 9 and 16 with DI-BALH and application of acidic work-up conditions yielded the self-condensed reduction products (lactol anhydrides) 10 and 17, which are useful reagents in racemate resolution and stereoselective synthesis. VCH Verlagsgesellschaft mbH, 1996.
Chiral Lactols, I. The 2,3,3a,4,5,6,7,7a-Octahydro-7,8,8-trimethyl-4,7-methano-benzofuran-2-yl Protective Group
Noe, Christian R.
, p. 1576 - 1590 (2007/10/02)
The preparation of the tricyclic lactones 11 and 12 starting from optically active camphor derivatives is described with several alternatives for the synthesis of 11.The lactol 20 is obtained from 11 by reduction.Lactol 20 and its derivative 21 (obtained by self-acetalisation of 20) react with a series of alcohols with high diastereoselectivity to yield the α(exo)-acetals 22.
