Cas no 203503-03-1 (Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate)

Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate is a versatile piperidine derivative widely used in pharmaceutical and organic synthesis. Its key structural features—a protected amine (Boc group) and a hydroxyl group—make it a valuable intermediate for constructing complex molecules, particularly in medicinal chemistry. The Boc group enhances stability and facilitates selective deprotection, while the hydroxyl and amino functionalities allow for further functionalization. This compound is particularly useful in the synthesis of bioactive compounds, including kinase inhibitors and other therapeutic agents. Its well-defined stereochemistry and high purity ensure consistent performance in synthetic applications, making it a reliable choice for researchers.
Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate structure
203503-03-1 structure
Product Name:Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate
CAS No:203503-03-1
MF:C10H20N2O3
MW:216.277402877808
MDL:MFCD17016124
CID:1393258
PubChem ID:21874161
Update Time:2025-11-06

Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate
    • 1,1-Dimethylethyl 4-amino-3-hydroxy-1-piperidinecarboxylate
    • 1-Boc-4-amino-3-hydroxy-piperidine
    • SY259428
    • tert-Butyl 4-amino-3-hydroxy-piperidine-1-carboxylate
    • 4-Amino-1-boc-3-hydroxypiperidine
    • CIS-4-AMINO-1-BOC-3-HYDROXYPIPERIDINE
    • tert-butyl (3R,4S)-4-amino-3-hydroxy-piperidine-1-carboxylate
    • Tert-butyl (3R,4R)-4-amino-3-hydroxy-piperidine-1-carboxylate
    • tert-butyl-4-amino-3-hydroxypiperidine-1-carboxylate
    • (3R,4R)-N1-BOC-4-amino-3-hydroxypiperidine
    • tert-butyl4-amino-3-hydroxypiperidine-1-carboxylate
    • DTXSID20619219
    • ZB0642
    • KREUZCYJWPQPJX-UHFFFAOYSA-N
    • (3R,4R)-4-Amino-1-Boc-piperidin-3-ol
    • (3S,4S)-4-Amino-1-Boc-piperidin-3-ol
    • 1-Piperidinecarboxylic acid, 4-amino-3-hydroxy-, 1,1-dimethylethyl ester
    • MFCD18072074
    • AKOS022690014
    • 203503-03-1
    • CS-0062099
    • W17546
    • PB21276
    • tert-butyl (trans-4-amino-3-hydroxypiperidine-1-carboxylate
    • DA-08448
    • 443955-98-4
    • MFCD18072075
    • 1331777-74-2
    • SB12272
    • 4-Amino-3-hydroxy-piperidine-1-carboxylic acid tert-butyl ester
    • 1-Piperidinecarboxylic acid, 4-amino-3-hydroxy-, 1,1-dimethylethyl ester, (3R,4S)-
    • tert-Butyl (3S,4R)-4-amino-3-hydroxy-piperidine-1-carboxylate
    • SB10610
    • SY261179
    • tert-butyl 4-amino-3-hydroxypiperidin-1-carboxylate
    • PB23069
    • tert-butyl (3S,4S)-4-amino-3-hydroxy-piperidine-1-carboxylate
    • SCHEMBL1219594
    • EN300-194376
    • AS-72940
    • n1-boc-4-amino-3-hydroxypiperidine
    • SB12271
    • SB12273
    • MDL: MFCD17016124
    • Inchi: 1S/C10H20N2O3/c1-10(2,3)15-9(14)12-5-4-7(11)8(13)6-12/h7-8,13H,4-6,11H2,1-3H3
    • InChI Key: KREUZCYJWPQPJX-UHFFFAOYSA-N
    • SMILES: OC1CN(C(=O)OC(C)(C)C)CCC1N

Computed Properties

  • Exact Mass: 216.14739250g/mol
  • Monoisotopic Mass: 216.14739250g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 237
  • 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: -0.2
  • Topological Polar Surface Area: 75.8?2

Experimental Properties

  • Density: 1.142±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Dissolution (69 g/l) (25 o C),

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Additional information on Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate

Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate (CAS No. 203503-03-1): An Overview

Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate (CAS No. 203503-03-1) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique chemical structure, has garnered considerable attention due to its potential in the development of novel therapeutic agents.

The chemical structure of Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate is defined by a piperidine ring with an amino and hydroxy group at the 4 and 3 positions, respectively, and a tert-butyl carbamate group at the 1 position. This specific arrangement of functional groups imparts the molecule with unique physicochemical properties, making it an attractive candidate for various biochemical and pharmacological studies.

Recent research has highlighted the potential of Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate in the development of drugs targeting neurological disorders. Studies have shown that this compound can effectively modulate neurotransmitter systems, particularly those involving serotonin and dopamine. This modulation can have significant implications for the treatment of conditions such as depression, anxiety, and Parkinson's disease.

In addition to its neurological applications, Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate has also been investigated for its anti-inflammatory properties. Preclinical studies have demonstrated that this compound can inhibit the production of pro-inflammatory cytokines, such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α). These findings suggest that it may be a valuable candidate for the development of anti-inflammatory drugs, particularly for conditions like rheumatoid arthritis and inflammatory bowel disease.

The synthesis of Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate involves several well-established chemical reactions. One common approach is to start with tert-butyl piperidine-1-carboxylate and introduce the amino and hydroxy groups through selective functional group transformations. The choice of reagents and reaction conditions is crucial to ensure high yields and purity of the final product.

In terms of safety and handling, Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate should be stored under appropriate conditions to maintain its stability. It is generally recommended to store the compound in a cool, dry place away from direct sunlight and sources of heat. Additionally, standard laboratory safety protocols should be followed when handling this compound to minimize any potential risks.

The biological activity of Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate has been extensively studied using various in vitro and in vivo models. Cell-based assays have shown that this compound can effectively cross cell membranes and interact with specific receptors or enzymes involved in key biological pathways. Animal studies have further confirmed its therapeutic potential, with promising results observed in rodent models of neurological and inflammatory disorders.

From a regulatory perspective, Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate is classified as a research chemical and is not currently approved for human use by regulatory agencies such as the FDA or EMA. However, ongoing clinical trials are evaluating its safety and efficacy in various therapeutic indications. These trials are expected to provide valuable insights into the potential clinical applications of this compound.

In conclusion, Tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate (CAS No. 203503-03-1) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and biological activity make it an attractive candidate for the development of novel therapeutic agents targeting neurological disorders, inflammation, and other diseases. Continued research into this compound is likely to yield further insights into its mechanisms of action and therapeutic potential.

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