Cas no 915226-43-6 ((R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate)

(R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate is a chiral compound with significant utility in organic synthesis. It offers high purity and stability, facilitating efficient chemo-selective reactions. Its unique structure allows for controlled synthesis of enantiomerically pure compounds, making it a valuable tool in pharmaceutical and agrochemical research.
(R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate structure
915226-43-6 structure
Product Name:(R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate
CAS No:915226-43-6
MF:C11H20N2O3
MW:228.288103103638
MDL:MFCD11977492
CID:803422
Update Time:2025-07-22

(R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • (R)-tert-Butyl 3-carbamoylpiperidine-1-carboxylate
    • 1- Piperidinecarboxylic acid, 3-(aminocarbonyl)-, 1,1-dimethylethyl ester, (3R)-
    • tert-butyl (3R)-3-carbamoylpiperidine-1-carboxylate
    • 1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)-
    • 1-Piperidinecarboxylicacid, 3-(aminocarbonyl)-, 1,1-dimethylethyl ester, (3R)-
    • APFUDGDIIFSTSD-MRVPVSSYSA-N
    • 5386AC
    • (r)-1-(tert-butoxycarbonyl)nipecotamide
    • (r)-1-(tert-butoxycarbonyl) nipecotamide
    • (R)-1-Boc-3-(aminocarbonyl)-piperidine
    • (r)-1-(tert-butoxy carbonyl)nipecotamide
    • ST2402692
    • TC
    • 1,1-Dimethylethyl (3R)-3-(aminocarbonyl)-1-piperidinecarboxylate (ACI)
    • (R)-3-Carbamoylpiperidine-1-carboxylic acid tert-butyl ester
    • (R)-tert-Butyl3-carbamoylpiperidine-1-carboxylate
    • (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate
    • MDL: MFCD11977492
    • Inchi: 1S/C11H20N2O3/c1-11(2,3)16-10(15)13-6-4-5-8(7-13)9(12)14/h8H,4-7H2,1-3H3,(H2,12,14)/t8-/m1/s1
    • InChI Key: APFUDGDIIFSTSD-MRVPVSSYSA-N
    • SMILES: C(N1CCC[C@@H](C(=O)N)C1)(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 228.14700
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 283
  • Topological Polar Surface Area: 72.6

Experimental Properties

  • PSA: 73.62000
  • LogP: 2.20640

(R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate Security Information

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Additional information on (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate

Introduction to (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate (CAS No. 915226-43-6)

(R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate (CAS No. 915226-43-6) is a chiral compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is a member of the piperidine family, characterized by its unique structural features and potential biological activities. The presence of the tert-butyl and carbamoyl groups, along with the chiral center, makes it a valuable intermediate in the synthesis of various bioactive molecules.

The chiral nature of (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate is particularly important in drug development, as enantiomers can exhibit different pharmacological properties. This compound has been extensively studied for its role in the synthesis of drugs targeting neurological disorders, such as Alzheimer's disease and Parkinson's disease. The ability to control the chirality during synthesis ensures that the desired enantiomer can be produced with high purity, which is crucial for therapeutic applications.

Recent advancements in synthetic methodologies have led to more efficient and scalable routes for the production of (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate. One notable approach involves the use of asymmetric catalysis, which allows for the selective formation of the (R)-enantiomer with high enantioselectivity. This method not only improves the yield and purity of the product but also reduces the environmental impact by minimizing waste and by-products.

In addition to its role as a synthetic intermediate, (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate has shown promise in preclinical studies for its potential therapeutic effects. Research has demonstrated that derivatives of this compound can modulate specific neurotransmitter systems, making them potential candidates for treating conditions such as anxiety and depression. The carbamoyl group in particular has been identified as a key functional group that contributes to these biological activities.

The structural versatility of (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate also makes it an attractive candidate for drug discovery programs. Its ability to form stable complexes with metal ions has led to investigations into its use as a ligand in metalloprotein inhibitors. These inhibitors have potential applications in cancer therapy, where they can target specific enzymes involved in tumor growth and metastasis.

Furthermore, the tert-butyl group in (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate provides steric protection, which can enhance the stability and bioavailability of the compound. This feature is particularly important in oral drug formulations, where maintaining stability during storage and transit is crucial. The tert-butyl group also influences the lipophilicity of the molecule, which can affect its absorption and distribution within the body.

In conclusion, (R)-Tert-Butyl 3-carbamoylpiperidine-1-carboxylate (CAS No. 915226-43-6) is a versatile and important compound in modern pharmaceutical research. Its unique structural features and chiral nature make it a valuable intermediate in the synthesis of bioactive molecules with potential therapeutic applications. Ongoing research continues to explore new synthetic methods and biological activities associated with this compound, further solidifying its importance in the field.

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