137203-34-0 Usage
Description
Bis(trimethylaluminum)-DABCO(R) adduct, DABAL-Me3, DABAL-trimethylaluminum, and Triethylenediaminine bis(trimethylaluminum) are a group of chemical compounds that serve as non-pyrophoric alternatives to trimethylaluminum. These compounds are air and moisture sensitive, requiring handling and storage under a dry, inert atmosphere. They are known for their versatility in various chemical reactions, making them valuable in the field of organic chemistry.
Uses
Used in Chemical Synthesis:
Bis(trimethylaluminum)-DABCO(R) adduct, DABAL-Me3, DABAL-trimethylaluminum, and Triethylenediaminine bis(trimethylaluminum) are used as reagents in chemical synthesis for their ability to facilitate numerous reactions. These include methylations of aldehydes and imines, methylations of aryl and vinyl halides, conjugate addition to enones, and amide bond formation.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DABAL-Me3 is utilized as an air-stable "methyl anion" due to its non-pyrophoric nature. This makes it a safer and more convenient alternative to trimethylaluminum for use in the synthesis of various pharmaceutical compounds.
Used in Research and Development:
These compounds are also valuable in research and development settings, where their unique properties can be explored and applied to develop new synthetic methods and improve existing ones. Their versatility in various chemical reactions makes them an essential tool for chemists working on the development of new drugs, materials, and other chemical products.
Check Digit Verification of cas no
The CAS Registry Mumber 137203-34-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,7,2,0 and 3 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 137203-34:
(8*1)+(7*3)+(6*7)+(5*2)+(4*0)+(3*3)+(2*3)+(1*4)=100
100 % 10 = 0
So 137203-34-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H12N2.6CH3.2Al/c1-2-8-5-3-7(1)4-6-8;;;;;;;;/h1-6H2;6*1H3;;/rC6H12N2.2C3H9Al/c1-2-8-5-3-7(1)4-6-8;2*1-4(2)3/h1-6H2;2*1-3H3
137203-34-0Relevant articles and documents
Bicyclic enol cyclocarbamates inhibit penicillin-binding proteins
Dockerty, Paul,Edens, Jerre G.,Tol, Menno B.,Morales Angeles, Danae,Domenech, Arnau,Liu, Yun,Hirsch, Anna K. H.,Veening, Jan-Willem,Scheffers, Dirk-Jan,Witte, Martin D.
, p. 894 - 910 (2017)
Natural products form attractive leads for the development of chemical probes and drugs. The antibacterial lipopeptide Brabantamide A contains an unusual enol cyclocarbamate and we used this scaffold as inspiration for the synthesis of a panel of enol cyclocarbamate containing compounds. By equipping the scaffold with different groups, we identified structural features that are essential for antibacterial activity. Some of the derivatives block incorporation of hydroxycoumarin carboxylic acid-amino d-alanine into the newly synthesized peptidoglycan. Activity-based protein-profiling experiments revealed that the enol carbamates inhibit a specific subset of penicillin-binding proteins in B. subtilis and S. pneumoniae.
Remarkably stable (Me3Al)2·DABCO and stereoselective nickel-catalyzed AlR3 (R = Me, Et) additions to aldehydes
Biswas, Kallolmay,Prieto, Oscar,Goldsmith, Paul J.,Woodward, Simon
, p. 2232 - 2234 (2007/10/03)
(Chemical Equation Presented) Weigh it out in air! The DABAL reagent (Me3Al)2·(DABCO) (DABCO = 1,4-diazabicyclo[2.2.2] octane) can be easily handled under normal laboratory conditions. Furthermore, chiral secondary alcohols can be efficiently prepared from prochiral aldehydes (see scheme; TOF = turnover frequency) by using either DABAL or AIR3 reagents (R = Me, Et). Thus, DABAL can be used as an efficient, convenient alternative to the Schumann-Blum reagent.
