15026-17-2 Usage
Description
Mono-tert-butyl succinate is an organic compound derived from the esterification of succinic anhydride with tert-butyl alcohol. It is a colorless liquid with a molecular formula of C8H14O3 and is commonly used as a reagent in various chemical syntheses.
Uses
Used in Pharmaceutical Industry:
Mono-tert-butyl succinate is used as a reagent for the synthesis of fluorinated β2and β3-amino acids, which are important building blocks in the development of new pharmaceutical compounds. These amino acids can be incorporated into peptide and protein structures, potentially leading to the creation of novel drugs with improved properties.
Used in Enzyme Inhibition:
Mono-tert-butyl succinate is also used as an inhibitor of α-chymotrypsin, a serine protease enzyme that plays a crucial role in the digestive process. By inhibiting this enzyme, it can help regulate the breakdown of proteins in the body, which may have therapeutic applications in conditions where protein degradation is a concern.
General Description:
Mono-tert-butyl succinate can be prepared by refluxing a mixture of succinic anhydride and N-hydroxyl succinimide in the presence of dimethylaminopyridine and triethylamine in tert-butanol and toluene. This synthesis method allows for the efficient production of the compound, which can then be utilized in various applications across different industries.
Synthesis Reference(s)
Tetrahedron Letters, 32, p. 4239, 1991 DOI: 10.1016/S0040-4039(00)92137-3
Check Digit Verification of cas no
The CAS Registry Mumber 15026-17-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,0,2 and 6 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 15026-17:
(7*1)+(6*5)+(5*0)+(4*2)+(3*6)+(2*1)+(1*7)=72
72 % 10 = 2
So 15026-17-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H14O4/c1-8(2,3)12-7(11)5-4-6(9)10/h4-5H2,1-3H3,(H,9,10)
15026-17-2Relevant articles and documents
The Reaction of Lithium α-Lithiocarboxylates (Dianions of Carboxylic Acids) or α-Lithiocarboxylic Esters (Ester Enolates) with α-Halocarboxylic Esters or Lithium α-Halocarboxylates
Petragnani, Nicola,Yonashiro, Massami
, p. 710 - 713 (1980)
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Photoinduced Hydrocarboxylation via Thiol-Catalyzed Delivery of Formate across Activated Alkenes
Alektiar, Sara N.,Wickens, Zachary K.
supporting information, p. 13022 - 13028 (2021/09/03)
Herein we disclose a new photochemical process to prepare carboxylic acids from formate salts and alkenes. This redox-neutral hydrocarboxylation proceeds in high yields across diverse functionalized alkene substrates with excellent regioselectivity. This operationally simple procedure can be readily scaled in batch at low photocatalyst loading (0.01% photocatalyst). Furthermore, this new reaction can leverage commercially available formate carbon isotologues to enable the direct synthesis of isotopically labeled carboxylic acids. Mechanistic studies support the working model involving a thiol-catalyzed radical chain process wherein the atoms from formate are delivered across the alkene substrate via CO2?- as a key reactive intermediate.
SUBSTITUTED 3-ISOBUTYL-9,10-DIMETHOXY-1,3,4,6,7,11B-HEXAHYDRO-2H-PYRIDO[2,1-a]ISOQUINOLIN-2-OL COMPOUNDS, THEIR SYNTHESIS, AND USE THEREOF
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Paragraph 0194-0195, (2021/04/02)
The invention relates to substituted 3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-ol compounds, their synthesis, pharmaceutical compositions containing them, and methods of using them in the treatment of disorders benefiting from inhibition of vesicular monoamine transporter 2 (VMAT2).
