Cas no 1188265-71-5 (tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate)

Technical Introduction: tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate is a protected piperidine derivative featuring both a hydroxyl group and a Boc (tert-butoxycarbonyl) protecting group. The tert-butyl substituents enhance steric hindrance, improving stability during synthetic transformations. The Boc group facilitates selective deprotection under mild acidic conditions, making it valuable in peptide and heterocycle synthesis. The hydroxyl group offers a versatile handle for further functionalization, such as oxidation or substitution. This compound is particularly useful in medicinal chemistry and intermediate synthesis, where controlled reactivity and selective deprotection are critical. Its structural features ensure compatibility with a range of reaction conditions, supporting its utility in complex multi-step syntheses.
tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate structure
1188265-71-5 structure
Product Name:tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate
CAS No:1188265-71-5
MF:C14H27NO3
MW:257.369084596634
MDL:MFCD13152264
CID:1040981
PubChem ID:56924561
Update Time:2025-06-10

tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate
    • 1H-Pyrazole-5-carboxaldehyde
    • TERT-BUTYL 4-TERT-BUTYL-3-HYDROXYPIPERIDINE-1-CARBOXYLATE
    • AK-38917
    • CTK8E6437
    • KB-125375
    • tert-Butyl 4-tert-Butyl 3-HYDROXYPIPERIDINE-1-CARBOXYLATE
    • 4-tert-Butyl-3-hydroxy-piperidine-1-carboxylic acid tert-butyl ester
    • EN300-5228229
    • AKOS015855428
    • DB-371989
    • GS-5580
    • 1188265-71-5
    • SB31597
    • CS-0272630
    • tert-Butyl4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate
    • DTXSID70718867
    • H10402
    • MDL: MFCD13152264
    • Inchi: 1S/C14H27NO3/c1-13(2,3)10-7-8-15(9-11(10)16)12(17)18-14(4,5)6/h10-11,16H,7-9H2,1-6H3
    • InChI Key: HXJRSIXMRPNDPP-UHFFFAOYSA-N
    • SMILES: OC1CN(C(=O)OC(C)(C)C)CCC1C(C)(C)C

Computed Properties

  • Exact Mass: 257.19909372g/mol
  • Monoisotopic Mass: 257.19909372g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4
  • Complexity: 301
  • 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: 2.6
  • Topological Polar Surface Area: 49.8?2

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Additional information on tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate

Comprehensive Overview of tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate (CAS No. 1188265-71-5)

The compound tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate (CAS No. 1188265-71-5) is a highly specialized piperidine derivative that has garnered significant attention in pharmaceutical and organic chemistry research. With its unique structural features, including a tert-butyl group and a hydroxyl functionality, this molecule serves as a versatile intermediate in the synthesis of complex bioactive molecules. Researchers and industry professionals are increasingly exploring its potential applications in drug discovery, particularly in the development of central nervous system (CNS) therapeutics and enzyme inhibitors.

One of the key reasons for the growing interest in tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate is its role in asymmetric synthesis and chiral building blocks. The presence of a stereocenter at the 3-position of the piperidine ring makes it a valuable scaffold for constructing enantiomerically pure compounds. This aligns with the current trend in pharmaceutical research, where there is a strong emphasis on stereoselective synthesis to improve drug efficacy and reduce side effects. Additionally, its Boc-protected amine group enhances its stability, making it suitable for multi-step synthetic routes.

In the context of green chemistry and sustainable practices, tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate has been evaluated for its compatibility with environmentally friendly solvents and catalytic processes. Recent studies highlight its potential in flow chemistry applications, where continuous manufacturing techniques are prioritized to minimize waste and energy consumption. This resonates with the broader industry shift toward sustainable pharmaceutical production, a topic frequently searched by professionals in the field.

The compound's physicochemical properties, such as its solubility in common organic solvents and its melting point, have been extensively documented to facilitate its use in laboratory settings. Analytical techniques like NMR spectroscopy and high-performance liquid chromatography (HPLC) are routinely employed to characterize its purity and confirm its structural integrity. These details are critical for researchers who rely on high-purity intermediates for their synthetic workflows.

Another area of exploration for tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate is its potential role in peptide mimetics and small molecule drug design. The piperidine core is a common motif in many FDA-approved drugs, and modifications to this scaffold can lead to novel pharmacological activities. For instance, the hydroxyl group at the 3-position offers a handle for further functionalization, enabling the creation of derivatives with tailored properties. This adaptability makes it a favorite among medicinal chemists working on targeted therapies.

From a commercial perspective, the demand for tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate is driven by its utility in contract research organizations (CROs) and custom synthesis services. Suppliers often highlight its availability in bulk quantities, catering to the needs of large-scale pharmaceutical development. Quality control measures, including GC-MS analysis and residual solvent testing, ensure that the compound meets the stringent standards required for regulatory submissions.

In summary, tert-Butyl 4-(tert-butyl)-3-hydroxypiperidine-1-carboxylate (CAS No. 1188265-71-5) is a multifaceted compound with broad applicability in modern chemical research. Its structural features, synthetic versatility, and alignment with industry trends such as green chemistry and stereoselective synthesis make it a valuable asset for scientists and manufacturers alike. As research continues to uncover new applications, this compound is poised to remain a key player in the advancement of pharmaceutical innovation.

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