767291-68-9 Usage
Molecular Structure
2,5-Diazabicyclo[2.2.1]heptane, 2,5-dimethyl-, (1S,4S)-(9CI) has a complex, heterocyclic structure with a bicyclic ring system and two methyl groups attached to the 2 and 5 positions.
Chiral Center
The compound has a chiral center, which gives it two enantiomers (mirror-image isomers) with different spatial arrangements of the atoms.
Specific Stereochemistry
The (1S,4S)-enantiomer is the particular stereochemistry of this compound, indicating the specific arrangement of the methyl groups and the nitrogen atoms in the molecule.
Use as a Catalyst
This chemical is commonly used as a catalyst in organic synthesis, facilitating various chemical reactions, particularly in the formation of carbon-carbon and carbon-heteroatom bonds.
Applications
It is used in the pharmaceutical industry for drug development, in the production of agricultural chemicals, and in organic chemistry research for various applications.
Safety Precautions
It is important to handle this chemical with caution, as it can be harmful if ingested or inhaled, and it can cause skin and eye irritation. Proper safety measures should be taken to minimize exposure and potential health risks.
Check Digit Verification of cas no
The CAS Registry Mumber 767291-68-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 7,6,7,2,9 and 1 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 767291-68:
(8*7)+(7*6)+(6*7)+(5*2)+(4*9)+(3*1)+(2*6)+(1*8)=209
209 % 10 = 9
So 767291-68-9 is a valid CAS Registry Number.
767291-68-9Relevant articles and documents
Synthesis of novel derivatives of (1S,4S)-2,5-diazabicyclo[2.2.1]heptane and their evaluation as potential ligands in asymmetric catalysis
Melgar-Fernandez, Roberto,Gonzalez-Olvera, Rodrigo,Olivares-Romero, J. Luis,Gonzalez-Lopez, Vianney,Romero-Ponce, Leticia,Ramirez-Zarate, Maria Del Refugio,Demare, Patricia,Regla, Ignacio,Juaristi, Eusebio
, p. 655 - 672 (2008/09/17)
Thirty-seven (most of them novel) chiral derivatives of (1S,4S)-2,5-diazabicyclo[2.2.1]heptane (2-36, 38, 39) were prepared from (S)-trans-4-hydroxyproline. A selection of these chiral ligands were examined as potential ligands in the preparation of catalysts for the enantioselective addition of diethylzinc to aldehydes and as chiral Lewis acid activators in the asymmetric Diels-Alder reaction. In the former system, diamine 30 induced up to 92 % enantiomeric excess in the formation of (S)-phenyl ethyl carbinol, whereas in the case of the cycloaddition reaction between cyclopentadiene and 3-acryloyloxazolidin-2-one the catalytic complex formed between dimeric derivative 8 and copper triflate [Cu(OTf)2] afforded the expected product in a 95:5 endo/exo ratio and up to 72 % ee for the major diastereomeric product. Finally, some of the novel chiral diamines prepared in this work were also evaluated as potential organocatalysts in the asymmetric amination of ethyl α-phenyl-α-cyano acetate. Bifunctional derivative 12 provided the animated product in excellent yield and with up to 40 % ee. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
