1181816-12-5 Usage
Description
Tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate is a complex organic compound that serves as a reagent in the chemical synthesis process. It is particularly utilized in the preparation of γ-butyrolactone derivatives through a Baeyer-Villiger monooxygenase (BVMO)-catalyzed oxidation reaction.
Uses
Used in Chemical Synthesis:
Tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate is used as a reagent for the production of γ-butyrolactone derivatives. The application reason is its role in the Baeyer-Villiger monooxygenase (BVMO)-catalyzed oxidation process, which is a crucial step in the synthesis of these valuable compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate is used as a key intermediate in the synthesis of various drug molecules. Its application reason is the ability to produce γ-butyrolactone derivatives, which are important building blocks for the development of new pharmaceuticals with potential therapeutic applications.
Used in Research and Development:
Tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate is also used in research and development settings to explore new chemical reactions and synthetic pathways. The application reason is its potential to contribute to the discovery of novel compounds with unique properties and potential applications in various fields, including medicine, materials science, and chemical engineering.
Synthesis
A solution of crude tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate (1.00 g,4.69mmol, 1.00 equiv) in dichloromethane(20 mL) was treated with Dess-Martin periodinane(2.10g,4.95 mmol, 1.06 equiv) in two batches a few min apart at 0 °C. After 10 min, the ice bath wasremoved, and the reaction was monitored by TLC (50% ethyl acetate, PMA stain). After 30 min.the reaction was diluted with ethyl acetate and washed twice with satd sodium bicarbonate. Theorganic layer was dried over sodium sulfate, filtered, and concentrated. The crude product waspurified by flash chromatography (80g silica gel, 10 to 50% ethyl acetate/heptane; pure fractionswere identified by TLC with PMA stain; an unidentified impurity elutes slightly earlier than theproduct) to give tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate as a white solid (721 mg,73%). mp 114.5-116C.
Check Digit Verification of cas no
The CAS Registry Mumber 1181816-12-5 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,8,1,8,1 and 6 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1181816-12:
(9*1)+(8*1)+(7*8)+(6*1)+(5*8)+(4*1)+(3*6)+(2*1)+(1*2)=145
145 % 10 = 5
So 1181816-12-5 is a valid CAS Registry Number.
1181816-12-5Relevant articles and documents
CHEMICAL COMPOUNDS
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, (2021/04/02)
The present disclosure describes novel compounds, or their pharmaceutically acceptable salts, pharmaceutical compositions containing them, and their medical uses. The compounds of the disclosure have activity as Janus kinase (JAK) inhibitors and are useful in the treatment or control of inflammation, auto-immune diseases, cancer, and other disorders and indications where modulation of JAK would be desirable. Also described herein are methods of treating inflammation, auto-immune diseases, cancer, and other conditions susceptible to inhibition of JAK by administering a compound herein described.
SELECTIVE OCTAHYDRO-CYCLOPENTA[C] PYRROLE NEGATIVE MODULATORS OF NR2B
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, (2015/04/15)
Compounds that selectively negatively modulate NMDA receptors containing an NR1/NR2B subunit, pharmaceutical compositions comprising the compounds, and methods of treating a disease using the compounds are disclosed. Such diseases include, without limitation, neurological dysfunction such as Parkinson's disease, Huntington's disease, amyotrophic lateral sclerosis, multiple sclerosis, and seizure disorders; emotional disorders; depression; bipolar disorder; obsessive-compulsive disorder; and other anxiety disorders.
DERIVATIVES OF AZASPIRANYL-ALKYLCARBAMATES OF 5-MEMBER HETEROCYCLIC COMPOUNDS, PREPARATION THEREOF AND THERAPEUTIC USE THEREOF
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, (2012/01/13)
The invention relates to a compound of the general formula (I) in which R2 is a hydrogen or fluorine atom or a hydroxyl, cyano, trifluoromethyl, C1-6-alkyl, C1-6-alkoxy, NR8R9 group; m, n, o and p are independently an integer equal to 0, 1, 2 or 3; A is a covalent bond or a C1-8-alkylene group; R1 is an optionally substituted aryl or heteroaryl group; R3 is a hydrogen or fluorine atom or a C1-6-alkyl group or a trifluoromethyl group; R4 is an optionally substituted 5-member heterocyclic compound; the compound being in the form of a base or acid addition salt. The invention also relates to the therapeutic use thereof.
