Cas no 1224161-30-1 ((Hexahydro-cyclopenta[c]pyrrol-3a-yl)-carbamic acid tert-butyl ester)

(Hexahydro-cyclopenta[c]pyrrol-3a-yl)-carbamic acid tert-butyl ester is a protected amine derivative commonly employed as an intermediate in organic synthesis and pharmaceutical research. Its key advantages include structural stability due to the tert-butyloxycarbonyl (Boc) protecting group, which safeguards the amine functionality during multi-step reactions. The cyclopenta[c]pyrrole scaffold offers versatility in constructing complex heterocyclic frameworks. This compound is particularly valuable in peptide synthesis and medicinal chemistry, where selective deprotection under mild acidic conditions ensures high yields and minimal side reactions. Its well-defined reactivity profile makes it a reliable building block for the development of bioactive molecules and drug candidates.
(Hexahydro-cyclopenta[c]pyrrol-3a-yl)-carbamic acid tert-butyl ester structure
1224161-30-1 structure
Product Name:(Hexahydro-cyclopenta[c]pyrrol-3a-yl)-carbamic acid tert-butyl ester
CAS No:1224161-30-1
MF:C12H22N2O2
MW:226.315283298492
MDL:MFCD21362259
CID:3158088
PubChem ID:54595534
Update Time:2025-05-19

(Hexahydro-cyclopenta[c]pyrrol-3a-yl)-carbamic acid tert-butyl ester Chemical and Physical Properties

Names and Identifiers

    • (Hexahydro-cyclopenta[c]pyrrol-3a-yl)-carbamic acid tert-butyl ester
    • 1037367-45-5
    • CS-0273130
    • tert-Butyl((3aS,6aR)-hexahydrocyclopenta[c]pyrrol-3a(1H)-yl)carbamate
    • AKOS037647237
    • tert-butyl N-[(3aS,6aR)-octahydrocyclopenta[c]pyrrol-3a-yl]carbamate
    • tert-butyl N-[(3aS,6aR)-2,3,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-3a-yl]carbamate
    • Cis-(Hexahydro-Cyclopenta[C]Pyrrol-3A-Yl)-Carbamic Acid Tert-Butyl Ester
    • AS-72960
    • EN300-90554
    • F71047
    • tert-Butyl ((3aS,6aR)-hexahydrocyclopenta[c]pyrrol-3a(1H)-yl)carbamate
    • 1224161-30-1
    • SCHEMBL2670229
    • MDL: MFCD21362259
    • Inchi: 1S/C12H22N2O2/c1-11(2,3)16-10(15)14-12-6-4-5-9(12)7-13-8-12/h9,13H,4-8H2,1-3H3,(H,14,15)/t9-,12-/m1/s1
    • InChI Key: IOJANHDPMBVRLJ-BXKDBHETSA-N
    • SMILES: O(C(C)(C)C)C(N[C@]12CNC[C@H]1CCC2)=O

Computed Properties

  • Exact Mass: 226.168127949Da
  • Monoisotopic Mass: 226.168127949Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 285
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.3
  • Topological Polar Surface Area: 50.4?2

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Additional information on (Hexahydro-cyclopenta[c]pyrrol-3a-yl)-carbamic acid tert-butyl ester

Hexahydro-cyclopenta[c]pyrrol-3a-yl-carbamic acid tert-butyl ester (CAS No. 1224161-30-1)

The compound Hexahydro-cyclopenta[c]pyrrol-3a-yl-carbamic acid tert-butyl ester (CAS No. 1224161-30-1) is a complex organic molecule with a unique structure that has garnered attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of bicyclic compounds, specifically featuring a cyclopentane ring fused with a pyrrole moiety, which contributes to its intriguing chemical properties.

Recent studies have highlighted the potential of this compound in drug discovery and development. Its structure, characterized by a tert-butyl ester group, suggests that it may serve as a precursor or intermediate in the synthesis of more complex molecules with therapeutic applications. The cyclopentane ring and the pyrrole moiety are key structural elements that influence its reactivity and stability, making it a valuable component in various chemical reactions.

One of the most notable aspects of this compound is its role in the synthesis of bioactive molecules. Researchers have explored its ability to participate in enantioselective reactions, which are crucial for producing chiral compounds with specific stereochemistry. This property is particularly significant in the pharmaceutical industry, where the stereochemistry of a molecule can drastically affect its efficacy and safety profile.

Moreover, the tert-butyl ester group attached to the cyclopentane-pyrrole system enhances the compound's solubility and stability under certain conditions. This makes it an ideal candidate for use in various synthetic pathways, including those involving nucleophilic substitutions or additions. The compound's ability to undergo such transformations without degradation has been validated by recent experimental studies, further solidifying its importance in organic synthesis.

In terms of applications, Hexahydro-cyclopenta[c]pyrrol-3a-yl-carbamic acid tert-butyl ester has been utilized as an intermediate in the production of advanced materials and specialty chemicals. Its unique structure allows for the creation of molecules with tailored properties, such as improved mechanical strength or enhanced thermal stability. These attributes make it a valuable asset in industries ranging from electronics to advanced materials science.

The synthesis of this compound involves a multi-step process that typically begins with the preparation of the cyclopentane-pyrrole system. This is followed by functionalization with the tert-butyl ester group, which requires precise control over reaction conditions to ensure optimal yields and purity. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, aligning with current trends toward sustainable chemistry practices.

From a structural perspective, the compound's bicyclic framework provides rigidity and strain that can be harnessed for specific chemical transformations. The presence of nitrogen within the pyrrole ring introduces additional reactivity, allowing for interactions with electrophilic or nucleophilic agents. This versatility has led to its exploration in various reaction mechanisms, including cycloadditions and conjugate additions.

In conclusion, Hexahydro-cyclopenta[c]pyrrol-3a-yl-carbamic acid tert-butyl ester (CAS No. 1224161-30-1) is a versatile and intriguing compound with significant potential in both academic research and industrial applications. Its unique structure, combined with recent advancements in synthetic methodologies, positions it as a key player in the development of novel chemical entities with diverse functionalities.

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