Get FREE SHIPPING when you spend $99 or more | ATOMFAIR

Awaiting product image

Atomfair 5-Benzyl-2,2,3-trimethylimidazolidin-4-one, (5S)- C13H18N2O CAS 132278-63-8

(5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one is a highly specialized chiral imidazolidinone compound widely recognized as Macmillan’s first-generation imidazolidinone catalyst . With the molecular formula C13H18N2O and CAS number 132278-63-8 , this enantiomerically pure organocatalyst is essential for asymmetric synthesis, particularly in enantioselective transformations such as Diels-Alder, Friedel-Crafts, and Michael addition reactions. Its rigid bicyclic framework and chiral benzyl substituent provide exceptional stereocontrol, making it invaluable in pharmaceutical research, fine chemical synthesis, and academic studies. Available in high purity (>98%), this catalyst is supplied under inert conditions to ensure stability and performance consistency.

Category:

Description

(5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one is a highly specialized chiral imidazolidinone compound widely recognized as Macmillan’s first-generation imidazolidinone catalyst. With the molecular formula C13H18N2O and CAS number 132278-63-8, this enantiomerically pure organocatalyst is essential for asymmetric synthesis, particularly in enantioselective transformations such as Diels-Alder, Friedel-Crafts, and Michael addition reactions. Its rigid bicyclic framework and chiral benzyl substituent provide exceptional stereocontrol, making it invaluable in pharmaceutical research, fine chemical synthesis, and academic studies. Available in high purity (>98%), this catalyst is supplied under inert conditions to ensure stability and performance consistency.

Properties

  • CAS Number: 132278-63-8
  • Complexity: 269
  • IUPAC Name: (5S)-5-benzyl-2,2,3-trimethyl-imidazolidin-4-one
  • InChI: InChI=1S/C13H18N2O/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10/h4-8,11,14H,9H2,1-3H3/t11-/m0/s1
  • InChI Key: UACYWOJLWBDSHG-NSHDSACASA-N
  • Exact Mass: 218.141913202
  • Molecular Formula: C13H18N2O
  • Molecular Weight: 218.29
  • SMILES: CC1(N[C@H](C(=O)N1C)CC2=CC=CC=C2)C
  • Topological: 32.3
  • Monoisotopic Mass: 218.141913202
  • Synonyms: (5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one, 4-Imidazolidinone, 2,2,3-trimethyl-5-(phenylmethyl)-, (5S)-, UNII-3G16ZWT15K, 3G16ZWT15K, 5-Benzyl-2,2,3-trimethylimidazolidin-4-one, (5S)-, Macmillan’s imidazolidinone first generation catalyst, (S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one, (-)-, (5S)-2,2,3-Trimethyl-5-(phenylmethyl)-4-imidazolidinone, DTXSID20431059, Macmillan’s imidazolidinone catalysts first generation catalyst [MI], DTXCID50381891, MACMILLAN’S IMIDAZOLIDINONE CATALYSTS FIRST GENERATION CATALYST, 132278-63-8, (S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one, (R)-5-benzyl-2,2,3-trimethylimidazolidin-4-one, MFCD20482089, SCHEMBL4016339, AKOS016011298, CS-15678, CS-0023189, D72545, Q27257168

This compound serves as a versatile chiral auxiliary in asymmetric organocatalysis, enabling the synthesis of enantiomerically enriched intermediates for drug development. It is particularly effective in α-alkylation of aldehydes and enantioselective cycloadditions. Researchers utilize it to achieve high enantioselectivity in C-C bond-forming reactions under mild conditions. Its robust performance makes it a staple in both industrial and academic synthetic workflows.

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

Reviews

There are no reviews yet.

Only logged in customers who have purchased this product may leave a review.

Related products