Cas no 919360-49-9 (4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester)

4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester is a synthetic intermediate used in pharmaceutical and organic synthesis. Its key structural features include a piperidine core with a tert-butyl ester group and a hydroxylated side chain, offering versatility in further functionalization. The tert-butyl ester provides stability under various reaction conditions, while the hydroxypropyl substituent enhances solubility and reactivity for downstream modifications. This compound is particularly valuable in the synthesis of bioactive molecules, where controlled stereochemistry and selective protection are required. Its well-defined purity and consistent performance make it a reliable choice for research and industrial applications in medicinal chemistry.
4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester structure
919360-49-9 structure
Product Name:4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester
CAS No:919360-49-9
MF:C14H27NO3
MW:257.369084596634
MDL:MFCD24543293
CID:763409
PubChem ID:59234008
Update Time:2025-05-20

4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester Chemical and Physical Properties

Names and Identifiers

    • 1-Boc-4-(4-hydroxy-2-butyl)piperidine
    • 4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester
    • tert-butyl 4-(3-hydroxy-1-methylpropyl)piperidine-1-carboxylate
    • tert-butyl 4-(4-hydroxybutan-2-yl)piperidine-1-carboxylate
    • ZEOVKUVEPGIQPI-UHFFFAOYSA-N
    • 5082AJ
    • TRA0025747
    • NE52939
    • SY030901
    • 4-(3-Hydroxy-1-methylpropyl)piperidine-1-carboxylic acid tert-butyl ester
    • 1,1-Dimethylethyl 4-(3-hydroxy-1-methylpropyl)-1-piperidinecarboxylate (ACI)
    • 919360-49-9
    • AKOS023831434
    • EN300-139625
    • SB43895
    • SCHEMBL1576175
    • MFCD24543293
    • CS-11824
    • CS-0079112
    • DA-29709
    • MDL: MFCD24543293
    • Inchi: 1S/C14H27NO3/c1-11(7-10-16)12-5-8-15(9-6-12)13(17)18-14(2,3)4/h11-12,16H,5-10H2,1-4H3
    • InChI Key: ZEOVKUVEPGIQPI-UHFFFAOYSA-N
    • SMILES: O=C(N1CCC(C(CCO)C)CC1)OC(C)(C)C

Computed Properties

  • Exact Mass: 257.19900
  • Monoisotopic Mass: 257.19909372g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 5
  • Complexity: 265
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 49.8
  • XLogP3: 2.3

Experimental Properties

  • PSA: 49.77000
  • LogP: 2.58990

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4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Calcium chloride ,  Sodium borohydride Solvents: Ethanol ;  cooled; 24 h, rt
Reference
Fused heterocyclic compounds as GPR119 agonists for treatment of diabetes and obesity
, World Intellectual Property Organization, , ,

Production Method 2

Reaction Conditions
1.1 Reagents: Calcium chloride ,  Sodium borohydride Solvents: Ethanol ;  0 °C; 24 h, rt
Reference
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, World Intellectual Property Organization, , ,

Production Method 3

Reaction Conditions
1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  0 °C; 0 °C → rt; 1 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Water
Reference
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4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester Raw materials

4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester Preparation Products

4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester Related Literature

Additional information on 4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester

Introduction to 4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester (CAS No. 919360-49-9) in Modern Chemical and Pharmaceutical Research

4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester, identified by the CAS number 919360-49-9, is a compound of significant interest in the field of chemical and pharmaceutical research. This molecule, featuring a piperidine core and a hydroxymethyl side chain, has garnered attention due to its structural versatility and potential applications in drug discovery and molecular biology. The piperidine ring is a common pharmacophore in medicinal chemistry, known for its ability to enhance binding affinity and metabolic stability in bioactive molecules. The presence of the 3-hydroxy-1-methylpropyl substituent introduces hydrophilic and lipophilic properties, making it a promising candidate for modulating biological pathways.

The 1,1-dimethylethyl ester moiety further contributes to the compound's chemical profile by providing a site for further functionalization or by influencing its solubility and reactivity. This structural feature is particularly valuable in synthetic chemistry, where it can serve as an intermediate in the development of more complex molecules. The combination of these functional groups suggests that this compound may exhibit a range of biological activities, depending on its interactions with target proteins or enzymes.

In recent years, there has been growing interest in piperidine derivatives as scaffolds for therapeutic agents. For instance, studies have demonstrated that piperidine-based compounds can modulate neurotransmitter receptors, kinases, and other critical targets involved in diseases such as cancer, inflammation, and neurological disorders. The 4-(3-hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester (CAS No. 919360-49-9) may serve as a valuable building block for designing novel therapeutics that leverage these properties.

One of the most compelling aspects of this compound is its potential role in drug development. The hydroxymethyl group (-OH) can participate in hydrogen bonding interactions, which are crucial for binding to biological targets. Additionally, the ester group can be hydrolyzed under specific conditions to yield a free carboxylic acid, offering flexibility in chemical modifications. These features make it an attractive candidate for exploring new pharmacological pathways.

Recent research has highlighted the importance of structural diversity in drug discovery programs. Compounds like 4-(3-hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester (CAS No. 919360-49-9) contribute to this diversity by providing unique structural motifs that may not be present in existing libraries of compounds. This is particularly relevant in the context of addressing drug resistance or developing treatments for rare diseases, where novel chemical entities are often required.

The synthesis of this compound involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Advanced synthetic techniques such as catalytic hydrogenation, nucleophilic substitution, and esterification play key roles in constructing the desired structure. The availability of high-quality starting materials and well-established synthetic protocols are essential for producing this compound on a scalable basis.

In addition to its synthetic significance, 4-(3-hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester (CAS No. 919360-49-9) may find applications in biochemical assays as a substrate or inhibitor for enzymes with piperidine-binding pockets. Such studies can provide insights into enzyme mechanisms and aid in the development of enzyme inhibitors with therapeutic potential.

The compound's physicochemical properties, including solubility and stability under various conditions, are critical factors that influence its utility in research and development. For example, solubility data can guide decisions regarding formulation strategies if the compound is to be used as an active pharmaceutical ingredient (API). Stability studies help ensure that the compound remains viable during storage and transportation.

As computational chemistry advances, virtual screening methods are increasingly being used to identify promising candidates like 4-(3-hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester (CAS No. 919360-49-9) based on their predicted binding affinities to biological targets. These approaches can significantly reduce the time and cost associated with hit identification and lead optimization processes.

The role of this compound in interdisciplinary research is also noteworthy. Its structural features make it relevant not only to medicinal chemistry but also to materials science and agrochemicals. For instance, derivatives of piperidine have been explored as components in liquid crystals or as intermediates for crop protection agents.

In conclusion,4-(3-Hydroxy-1-methylpropyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester (CAS No. 919360-49-9) represents a fascinating chemical entity with broad potential applications across multiple domains of science and industry. Its unique structural attributes position it as a valuable tool for researchers seeking to develop novel therapeutics or explore new biochemical pathways.

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