1659-31-0 Usage
Description
CARBONIC ACID DI-2-PYRIDYL ESTER, also known as Di-2-pyridyl carbonate, is a white to faint yellow crystalline powder. It is a versatile compound with various applications in different industries due to its unique chemical properties.
Uses
Used in Chemical Synthesis:
CARBONIC ACID DI-2-PYRIDYL ESTER is used as a coupling agent for the esterification of carboxylic acids, such as 3-Cyclohexenylcarboxylic acid [C988195]. It facilitates the formation of ester bonds, which are essential in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, CARBONIC ACID DI-2-PYRIDYL ESTER is used as a reagent to synthesize active carbonates, such as benzyl 2-pyridyl carbonate, and carbamates, such as 3-Pyridyl diethylcarbamate [P992950]. These synthesized compounds have potential applications in the development of new drugs and therapeutic agents.
Used in Research and Development:
CARBONIC ACID DI-2-PYRIDYL ESTER is also utilized in research and development for the synthesis of novel compounds and the study of their properties. Its ability to act as a coupling agent and a reagent makes it a valuable tool in the exploration of new chemical reactions and the creation of innovative materials.
Preparation
A solution of phosgene (2.5 m in toluene, 2 mL, 5.0 mmol) was diluted with dichloromethane (8 mL) and then a solution of 2-pyridinol 853 (950 mg, 10 mmol) and triethylamine (1.214 g, 10.2 mmol) in dichloromethane (20 mL) was added at 0 ℃. The reaction mixture was stirred at 0℃ for 1 h, then washed with cold 5% NaHCO3 solution (20 mL) and cold saturated brine (20 mL), dried over MgSO4, and filtered. The filtrate was concentrated to dryness to give di-2-pyridyl carbonate, DPC, 725 (972 mg) in 90% yield. It was recrystallized from dichloromethane/petroleum ether (811 mg, 75%); mp 84–86℃. DPC has also been produced as its hydrochloride salt 877, in a more facile procedure on a larger scale, in 97% yield.
Check Digit Verification of cas no
The CAS Registry Mumber 1659-31-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,5 and 9 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1659-31:
(6*1)+(5*6)+(4*5)+(3*9)+(2*3)+(1*1)=90
90 % 10 = 0
So 1659-31-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H8N2O3/c14-11(15-9-5-1-3-7-12-9)16-10-6-2-4-8-13-10/h1-8H
1659-31-0Relevant articles and documents
Functional mimicry of the active site of carboxypeptidase A by a molecular imprinting strategy: Cooperativity of an amidinium and a copper ion in a transition-state imprinted cavity giving rise to high catalytic activity
Liu, Jun-Qiu,Wulff, Guenter
, p. 7452 - 7453 (2007/10/03)
A model for the natural enzyme carboxypeptidase A was prepared by molecular imprinting in synthetic polymers. An unusually high activity and efficiency for carbonate hydrolysis could be obtained by imprinting with a stable transition-state analogue template and introducing an amidinium group and a Cu2+ ion-binding site in a defined orientation to each other into the active site. With substrates having a very similar structure to the template, extraordinarily high enhancements of rates of 110000-fold were obtained of catalyzed to uncatalyzed reaction kcat/kuncat. The efficiency kcat/Km of the molecularly imprinted catalysts compared to that of the nonimprinted control polymers containing the same functional groups was 790-fold higher, a clear indication of a very efficient imprinting procedure. Copyright
Di(2-pyridyl) carbonate promoted alkoxycarbonylation of amines: A convenient synthesis of functionalized carbamates
Ghosh, Arun K.,Duong, Tien T.,McKee, Scan P.
, p. 4251 - 4254 (2007/10/02)
The reaction of di(2-pyridyl) carbonate with a variety of alcohols including hindered secondary, tertiary and protected glycols afforded the corresponding mixed carbonate which was efficiently transformed into various carbamates in high yield under mild c
2(1H)-Pyridone as Leaving Group in Acylation Reactions - Applications in Peptide Synthesis
Effenberger, Franz,Brodt, Werner
, p. 468 - 482 (2007/10/02)
Alkyl 2-pyridyl carbonates 3 or mixtures of 3 and the isomeric N-(alkoxycarbonyl)-2-pyridones 3' are useful for the introduction of urethane protective groups into amino acids.The N-protected amino acids 7 - 10 react with 2(1H)-pyridone (1a) using the carbodiimide method to yield 2-pyridyl active esters 11, which easily undergo coupling reactions with amino acid esters 12 with elimination of 1a to give peptides 13 in good yields as well as high optical purities.
