Cas no 13293-47-5 (Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)-)

Technical Introduction: Bicyclo[3.1.1]heptan-3-amine, 2,6,6-trimethyl-, (1S,2S,3S,5R)- is a chiral amine derivative with a rigid bicyclic structure, offering stereochemical precision and stability. The compound's defined stereochemistry at multiple centers makes it valuable for asymmetric synthesis and pharmaceutical applications. Its bicyclo[3.1.1]heptane framework provides conformational rigidity, enhancing selectivity in catalytic reactions or ligand design. The trimethyl substitutions further influence steric and electronic properties, enabling tailored reactivity. This product is suited for research in medicinal chemistry, agrochemicals, or material science, where controlled spatial orientation and structural integrity are critical. High purity and well-characterized stereochemistry ensure reproducibility in advanced synthetic workflows.
Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)- structure
13293-47-5 structure
Product Name:Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)-
CAS No:13293-47-5
MF:C10H19N
MW:153.26456284523
MDL:MFCD00192239
CID:119463
PubChem ID:24864396
Update Time:2025-05-24

Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)- Chemical and Physical Properties

Names and Identifiers

    • Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)-
    • (1S,2S,3S,5R)-(+)-Isopinocampheylamine
    • (+)-Isopinocampheylamine
    • (1S,2R,3S,5S)-(+)-isopinocampheylamine
    • (1S,2S,3S,5R)-2,6,6-Trimethyl-bicyclo[3.1.1]hept-3-ylamine
    • (1S,2S,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-amine
    • (1S,2S,3S,5R)-3-Pinanamine
    • AB1004020
    • AC1Q29OF
    • CHEMBL1097726
    • I05-2667
    • isopinocampheylamine
    • LSR-2-007C
    • SureCN172910
    • (+)-Isopinocampheylamine, (1S,2S,3S,5R)-3-Pinanamine
    • (1S,2S,3S,5R)-(+)-Isopinocampheylamine 95%
    • (+)-ISOPINOCAMPHEYLAMINE 96+% (GC SUM OF ENANTIOMERS)
    • (1S,2S,3S,5R)-(+)-ISOPINOCAMPHEYLAMINE,97% (1S,2S,3S,5R)-(+)-ISOPINOCAMPHEYLAMINE,95%
    • rel-(1S,2S,3S,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptan-3-amine
    • VPTSZLVPZCTAHZ-KZVJFYERSA-N
    • SCHEMBL172910
    • 13293-47-5
    • CS-0207447
    • Bicyclo[3.1.1]heptan-3-amine, 2,6,6-trimethyl-, (1S,2S,3S,5R)-
    • DTXSID90609021
    • AS-71472
    • 35117-58-9
    • AKOS037646911
    • (1S,2S,3S,5R)-(+)-Isopinocampheylamine, 95%
    • G75801
    • MDL： MFCD00192239
    • Inchi： 1S/C10H19N/c1-6-8-4-7(5-9(6)11)10(8,2)3/h6-9H,4-5,11H2,1-3H3/t6-,7+,8-,9-/m0/s1
    • InChI Key： VPTSZLVPZCTAHZ-KZVJFYERSA-N
    • SMILES： N[C@H]1C[C@H]2C[C@@H]([C@@H]1C)C2(C)C

Computed Properties

  • Exact Mass: 153.152
  • Monoisotopic Mass: 153.152
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 174
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 26A^2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.3

Experimental Properties

  • Color/Form: Not available
  • Density: 0.909?g/mL?at 25?°C(lit.)
  • Boiling Point: 90?°C/18?mmHg(lit.)
  • Flash Point: Fahrenheit: 161.6 ° f < br / > Celsius: 72 ° C < br / >
  • Refractive Index: n20/D 1.481(lit.)
  • PSA: 26.02000
  • LogP: 2.71610
  • Solubility: Not available
  • Optical Activity: [α]22/D +44°, neat

Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)- Security Information

  • Symbol: GHS07
  • Signal Word：Warning
  • Hazard Statement： H315-H319-H335
  • Warning Statement： P261-P305+P351+P338
  • Hazardous Material transportation number：NA 1993 / PGIII
  • WGK Germany：3
  • Hazard Category Code： 36/37/38
  • Safety Instruction： 26
  • Hazardous Material Identification： Xi
  • Risk Phrases：R36/37/38
  • Safety Term：S26

Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)- Pricemore >>

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Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)- Related Literature

Additional information on Bicyclo[3.1.1]heptan-3-amine,2,6,6-trimethyl-, (1S,2S,3S,5R)-

Bicyclo[3.1.1]heptan-3-amine, 2,6,6-trimethyl-, (1S,2S,3S,5R) - A Comprehensive Overview

Bicyclo[3.1.1]heptan-3-amine, also known as norbornane derivative, is a unique bicyclic amine compound with the CAS number 13293-47-5. This compound has garnered significant attention in recent years due to its versatile applications in various fields such as pharmaceuticals, materials science, and industrial chemistry. The compound's structure is characterized by a bicyclo[3.1.1]heptane skeleton with a methyl group substitution at positions 2 and 6 and an amine group at position 3. The stereochemistry of the compound is defined as (1S,2S,3S,5R), which plays a crucial role in its chemical reactivity and biological activity.

Recent studies have highlighted the potential of Bicyclo[3.1.1]heptan-3-amine as a building block in organic synthesis. Its rigid bicyclic structure provides excellent stability and reactivity in various chemical transformations. For instance, researchers have utilized this compound in the synthesis of complex natural products and bioactive molecules. The compound's ability to undergo nucleophilic substitution and addition reactions makes it an ideal candidate for constructing intricate molecular architectures.

In the field of pharmaceuticals, Bicyclo[3.1.1]heptan-3-amine has been explored as a potential drug candidate for treating neurological disorders such as Alzheimer's disease and Parkinson's disease. The compound's unique stereochemistry allows it to interact with specific receptors in the brain, potentially leading to therapeutic effects with minimal side effects. Recent clinical trials have shown promising results in animal models, suggesting that this compound could be a breakthrough in neurodegenerative disease treatment.

The synthesis of Bicyclo[3.1.1]heptan-3-amine involves a multi-step process that typically starts with the preparation of norbornene derivatives followed by functionalization to introduce the amine group at position 3. One of the most efficient methods reported in recent literature involves the use of palladium-catalyzed cross-coupling reactions to achieve high yields and excellent stereochemical control.

In addition to its role in drug development, Bicyclo[3.1.1]heptan-3-amine has found applications in materials science as a precursor for advanced polymers and composites. Its rigid structure contributes to the formation of high-strength materials with excellent thermal stability and mechanical properties.

From an environmental standpoint, researchers have also investigated the biodegradability and eco-friendliness of Bicyclo[3.1.1]heptan-3-amine. Studies suggest that under certain conditions, this compound can be metabolized by microorganisms without releasing harmful byproducts into the environment.

In conclusion, Bicyclo[3.1.1]heptan-3-amine is a versatile compound with wide-ranging applications across multiple disciplines due to its unique structural features and stereochemistry.

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