Cas no 870889-20-6 ((1R,3R,5S)-tert-Butyl3-hydroxy-3-methyl-8-azabicyclo3.2.1octane-8-carboxylate)

(1R,3R,5S)-tert-Butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate is a chiral bicyclic compound featuring a rigid octane scaffold with a hydroxyl group and a tert-butoxycarbonyl (Boc) protecting group. Its stereochemically defined structure makes it valuable in asymmetric synthesis and pharmaceutical intermediates, particularly for tropane alkaloid derivatives. The Boc group enhances stability and facilitates selective deprotection under mild acidic conditions. The hydroxyl functionality allows for further derivatization, enabling precise modifications for target applications. This compound’s high purity and defined stereochemistry ensure reproducibility in complex synthetic routes, making it a reliable choice for research and development in medicinal chemistry and fine chemical synthesis.
(1R,3R,5S)-tert-Butyl3-hydroxy-3-methyl-8-azabicyclo3.2.1octane-8-carboxylate structure
870889-20-6 structure
Product Name:(1R,3R,5S)-tert-Butyl3-hydroxy-3-methyl-8-azabicyclo3.2.1octane-8-carboxylate
CAS No:870889-20-6
MF:C13H23NO3
MW:241.326624155045
CID:69164
PubChem ID:53395263
Update Time:2025-06-11

(1R,3R,5S)-tert-Butyl3-hydroxy-3-methyl-8-azabicyclo3.2.1octane-8-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate
    • (1R,3R,5S)-TERT-BUTYL 3-HYDROXY-3-METHYL-8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE
    • 8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-hydroxy-3-methyl-, 1,1-dimethylethyl ester
    • 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
    • exo-3-(Boc-amino)-1,6-dimethylcycloheptanol
    • 870889-20-6
    • SY344123
    • O-DEMETHLYTRAMADOL
    • MFCD34169245
    • DTXSID50694094
    • F89193
    • EN300-5609288
    • SCHEMBL2708315
    • FT-0658643
    • SLERKVCWNKEZEG-UHFFFAOYSA-N
    • tert-Butyl3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate
    • DB-011673
    • (1R,3R,5S)-tert-butyl3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate
    • (1R,3R,5S)-tert-Butyl3-hydroxy-3-methyl-8-azabicyclo3.2.1octane-8-carboxylate
    • MDL: MFCD23701452
    • Inchi: 1S/C13H23NO3/c1-12(2,3)17-11(15)14-9-5-6-10(14)8-13(4,16)7-9/h9-10,16H,5-8H2,1-4H3
    • InChI Key: SLERKVCWNKEZEG-UHFFFAOYSA-N
    • SMILES: OC1(C)CC2CCC(C1)N2C(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 241.16800
  • Monoisotopic Mass: 241.168
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 307
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 49.8?2

Experimental Properties

  • Density: 1.114
  • Boiling Point: 331.166 °C at 760 mmHg
  • Flash Point: 331.166 °C at 760 mmHg
  • Refractive Index: 1.511
  • PSA: 49.77000
  • LogP: 2.23720

(1R,3R,5S)-tert-Butyl3-hydroxy-3-methyl-8-azabicyclo3.2.1octane-8-carboxylate Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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(1R,3R,5S)-tert-Butyl3-hydroxy-3-methyl-8-azabicyclo3.2.1octane-8-carboxylate Related Literature

Additional information on (1R,3R,5S)-tert-Butyl3-hydroxy-3-methyl-8-azabicyclo3.2.1octane-8-carboxylate

Introduction to (1R,3R,5S)-tert-Butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate (CAS No. 870889-20-6)

(1R,3R,5S)-tert-Butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate, identified by its CAS number 870889-20-6, is a complex organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the class of azabicycloalkanes, which are known for their unique structural and functional properties. The presence of multiple stereocenters and a tert-butyl group makes this molecule of particular interest for its potential applications in drug development.

The< strong>tert-butyl group in the molecular structure contributes to the steric hindrance around the molecule, which can influence its interactions with biological targets. This steric effect is a critical factor in drug design, as it can affect the compound's binding affinity and selectivity. The< strong>3-hydroxy and< strong>3-methyl substituents further enhance the complexity of the molecule, providing multiple sites for potential functionalization and interaction with biological systems.

The bicyclic core of (1R,3R,5S)-tert-butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate imparts a rigid framework that can be advantageous in designing molecules with specific three-dimensional shapes. This structural feature is particularly important in rational drug design, where the conformational properties of a molecule can dictate its pharmacological activity. The azabicycloalkane scaffold has been explored in various therapeutic areas due to its ability to mimic natural products and bioactive molecules.

Recent advancements in computational chemistry and molecular modeling have enabled researchers to predict the binding modes of this compound with high accuracy. These studies have revealed that (1R,3R,5S)-tert-butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate can interact with a variety of biological targets, including enzymes and receptors involved in metabolic pathways. This has opened up new avenues for its exploration in drug discovery.

In vitro studies have demonstrated that this compound exhibits promising pharmacological properties. For instance, it has shown inhibitory activity against certain enzymes that are implicated in inflammatory responses and cancer progression. The< strong>hydroxy group in the molecule appears to play a crucial role in mediating these interactions by forming hydrogen bonds with polar residues on the target proteins.

The synthesis of (1R,3R,5S)-tert-butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate involves multi-step organic reactions that require careful optimization to achieve high yields and enantiopurity. The use of chiral auxiliaries or catalysts is often necessary to ensure the correct stereochemical configuration at each stereocenter. Advances in asymmetric synthesis have made it possible to produce this compound with high enantiomeric excess, which is essential for its potential therapeutic applications.

The< strong>carboxylate group at the terminus of the molecule provides a site for further chemical modification, allowing for the attachment of various functional groups that can enhance its pharmacological properties. This versatility makes (1R,3R,5S)-tert-butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate a valuable scaffold for designing novel drugs.

Ongoing research is focused on exploring the mechanism of action of this compound and identifying new therapeutic applications. Preclinical studies are being conducted to evaluate its safety and efficacy in animal models. These studies aim to provide a solid foundation for future clinical trials and potential drug development.

The< strong>bicyclo[3.2.1]octane core is a privileged scaffold in medicinal chemistry due to its ability to adopt multiple conformations that can fit into different binding pockets of biological targets. This structural flexibility is advantageous for designing molecules with broad-spectrum activity against various diseases.

The stereochemistry of (1R,3R,5S)-tert-butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate is critical for its biological activity. Studies have shown that small changes in the configuration at any stereocenter can significantly alter its pharmacological properties. Therefore, precise control over stereochemistry during synthesis is essential for achieving desired biological outcomes.

In conclusion, (1R,3R,5S)-tert-butyl 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octane-8-carboxylate (CAS No.< strong>870889-20< strong>-6) is a promising compound with significant potential in pharmaceutical research and drug development.< strong>(1R,< strong> < strong> < strong> < strong> < strong> < strong> < strong>R,< strong> < strong>< strong>S)-tert-butyl represents an excellent example of how structural complexity and stereochemical precision can be leveraged to design molecules with novel pharmacological properties.

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