Cas no 913814-37-6 (2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane)

2,6-Dibenzhydryl-2,6-diazaspiro[3.3]heptane is a highly specialized spirocyclic amine compound featuring a unique rigid scaffold with two benzhydryl substituents. Its spiro[3.3]heptane core imparts significant steric hindrance and structural rigidity, making it valuable for applications in asymmetric catalysis and ligand design. The benzhydryl groups enhance electron density and steric bulk, improving selectivity in metal coordination or organocatalytic reactions. This compound is particularly useful in the development of chiral auxiliaries or as a precursor for N-heterocyclic carbene (NHC) ligands. Its stable yet tunable structure offers advantages in fine chemical synthesis, pharmaceutical intermediates, and materials science, where precise steric and electronic control is critical.
2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane structure
913814-37-6 structure
Product Name:2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane
CAS No:913814-37-6
MF:C31H30N2
MW:430.583307743073
MDL:MFCD13180718
CID:831946
Update Time:2025-07-02

2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dibenzhydryl-2,6-diazaspiro[3.3]heptane
    • 2,6-BIS(DIPHENYLMETHYL)-2,6-DIAZASPIRO[3.3]HEPTANE
    • 2,6-Diazaspiro[3.3]heptane, 2,6-bis(diphenylMethyl)-
    • 2,6-Bis(diphenylmethyl)-2,6-diazaspiro[3.3]heptane (ACI)
    • 2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane
    • MDL: MFCD13180718
    • Inchi: 1S/C31H30N2/c1-5-13-25(14-6-1)29(26-15-7-2-8-16-26)32-21-31(22-32)23-33(24-31)30(27-17-9-3-10-18-27)28-19-11-4-12-20-28/h1-20,29-30H,21-24H2
    • InChI Key: UPVDPYLKLAKPQM-UHFFFAOYSA-N
    • SMILES: C1C=CC(C(N2CC3(CN(C(C4C=CC=CC=4)C4C=CC=CC=4)C3)C2)C2C=CC=CC=2)=CC=1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 33
  • Rotatable Bond Count: 6

2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane Pricemore >>

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2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Trifluoromethanesulfonic anhydride ,  Diisopropylethylamine Solvents: Acetonitrile ;  10 - 20 min, -20 °C; 10 min, -20 - -10 °C; 5 min, -20 - -10 °C
1.2 5 min, -20 - -10 °C; -20 °C → 70 °C; 1 - 2 h, 70 °C; 70 °C → rt
Reference
A One-Pot Preparation of 1,3-Disubstituted Azetidines
Hillier, Michael C.; et al, Journal of Organic Chemistry, 2006, 71(20), 7885-7887

2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane Raw materials

2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane Preparation Products

Additional information on 2,6-Dibenzhydryl-2,6-diazaspiro3.3heptane

Comprehensive Overview of 2,6-Dibenzhydryl-2,6-diazaspiro[3.3]heptane (CAS No. 913814-37-6): Properties, Applications, and Industry Insights

The compound 2,6-Dibenzhydryl-2,6-diazaspiro[3.3]heptane (CAS No. 913814-37-6) has garnered significant attention in the fields of organic synthesis, pharmaceutical intermediates, and material science. Its unique spirocyclic structure and dibenzhydryl groups contribute to its versatility, making it a valuable building block for researchers and industries alike. This article delves into its molecular characteristics, synthetic pathways, and emerging applications while addressing trending topics such as green chemistry and AI-driven drug discovery.

From a structural perspective, 2,6-Dibenzhydryl-2,6-diazaspiro[3.3]heptane features a rigid spiro[3.3]heptane core, which enhances its stability and reactivity in catalytic systems. The presence of two benzhydryl groups introduces steric hindrance, a property exploited in asymmetric synthesis and ligand design. Recent studies highlight its potential in transition-metal catalysis, where it acts as a chiral auxiliary or chelating agent. These attributes align with the growing demand for high-performance catalysts in sustainable chemical manufacturing.

The synthesis of 2,6-Dibenzhydryl-2,6-diazaspiro[3.3]heptane typically involves multistep organic reactions, including condensation and cyclization strategies. Innovations in flow chemistry and microwave-assisted synthesis have improved yields and reduced environmental impact, resonating with the green chemistry movement. Researchers are also leveraging machine learning algorithms to optimize reaction conditions, a trend reflecting the intersection of computational chemistry and laboratory automation.

In the pharmaceutical sector, this compound serves as a precursor for bioactive molecules targeting neurological disorders and metabolic diseases. Its spirocyclic framework mimics natural product architectures, a design principle increasingly adopted in drug discovery. Notably, its role in proteolysis-targeting chimeras (PROTACs) has sparked interest, as these molecules represent a breakthrough in targeted protein degradation therapies.

Beyond life sciences, 2,6-Dibenzhydryl-2,6-diazaspiro[3.3]heptane finds utility in advanced materials. Its ability to form supramolecular assemblies is explored for organic electronics and sensor technologies. With the rise of flexible electronics and IoT devices, such compounds are pivotal in developing next-generation functional materials.

From an SEO perspective, users frequently search for terms like "spirocyclic compound applications", "CAS 913814-37-6 supplier", and "asymmetric synthesis catalysts". Addressing these queries, this article emphasizes the compound’s commercial availability, structure-activity relationships, and compliance with REACH regulations. Additionally, the integration of blockchain technology in chemical supply chains is highlighted, a topic gaining traction among industry 4.0 enthusiasts.

In conclusion, 2,6-Dibenzhydryl-2,6-diazaspiro[3.3]heptane exemplifies the synergy between molecular innovation and industrial applicability. Its multifaceted roles in catalysis, medicine, and materials science underscore its relevance in contemporary research. As sustainable practices and digital transformation reshape the chemical landscape, this compound is poised to remain at the forefront of scientific advancement.

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