Cas no 179412-96-5 (tert-butyl N-(5-hydroxypentan-2-yl)carbamate)

Tert-butyl N-(5-hydroxypentan-2-yl)carbamate is a protected amine derivative featuring a tert-butoxycarbonyl (Boc) group and a terminal hydroxyl functionality. This compound is valuable in organic synthesis, particularly in peptide chemistry and pharmaceutical intermediates, due to its stability under basic conditions and selective deprotection under acidic conditions. The hydroxyl group offers further derivatization potential, enabling linkage to other molecules or solid supports. Its well-defined reactivity profile makes it a versatile building block for constructing complex molecular architectures. The Boc protection ensures compatibility with a wide range of synthetic transformations, while the pentanol side chain enhances solubility in polar solvents.
tert-butyl N-(5-hydroxypentan-2-yl)carbamate structure
179412-96-5 structure
Product Name:tert-butyl N-(5-hydroxypentan-2-yl)carbamate
CAS No:179412-96-5
MF:C10H21NO3
MW:203.278643369675
MDL:MFCD20483509
CID:113179
PubChem ID:545709
Update Time:2025-10-29

tert-butyl N-(5-hydroxypentan-2-yl)carbamate Chemical and Physical Properties

Names and Identifiers

    • Carbamic acid,(4-hydroxy-1-methylbutyl)-, 1,1-dimethylethyl ester (9CI)
    • tert-butyl 5-hydroxypentan-2-ylcarbamate
    • Carbamic acid, (4-hydroxy-1-methylbutyl)-, 1,1-dimethylethyl ester (9CI)
    • tert-butyl(5-hydroxypentan-2-yl)carbamate
    • tert-butyl (4-hydroxy-1-methylbutyl)carbamate
    • Carbamic acid, (4-hydroxy-1-methylbutyl)-, 1,1-dimethylethyl ester
    • tert-butyl (5-hydroxypentan-2-yl)carbamate
    • tert-butyl N-(5-hydroxypentan-2-yl)carbamate
    • AKOS018857323
    • EN300-314081
    • AT29904
    • 1-Pentanol, 2-[(tert.butoxycarbonyl)amino)-
    • Z1395188476
    • 179412-96-5
    • FT-0738274
    • tert-Butyl 4-hydroxy-1-methylbutylcarbamate #
    • SCHEMBL361540
    • MDL: MFCD20483509
    • Inchi: 1S/C10H21NO3/c1-8(6-5-7-12)11-9(13)14-10(2,3)4/h8,12H,5-7H2,1-4H3,(H,11,13)
    • InChI Key: NRRUAIDJASETCY-UHFFFAOYSA-N
    • SMILES: O(C(NC(C)CCCO)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 203.15223
  • Monoisotopic Mass: 203.152
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 6
  • Complexity: 175
  • 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
  • XLogP3: 1.4
  • Topological Polar Surface Area: 58.6?2

Experimental Properties

  • PSA: 58.56

tert-butyl N-(5-hydroxypentan-2-yl)carbamate Pricemore >>

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Additional information on tert-butyl N-(5-hydroxypentan-2-yl)carbamate

tert-butyl N-(5-hydroxypentan-2-yl)carbamate (CAS No. 179412-96-5)

tert-butyl N-(5-hydroxypentan-2-yl)carbamate is a versatile organic compound with the CAS registry number 179412-96-5. This compound is widely recognized in the chemical and pharmaceutical industries due to its unique structural properties and potential applications in drug delivery systems, agrochemicals, and materials science. Recent advancements in synthetic chemistry have further enhanced its utility, making it a subject of interest for researchers and industry professionals alike.

The molecular structure of tert-butyl N-(5-hydroxypentan-2-yl)carbamate consists of a tert-butyl group attached to a carbamate moiety, which is further connected to a 5-hydroxypentan-2-yl chain. This arrangement imparts the compound with both hydrophilic and hydrophobic characteristics, making it suitable for a wide range of applications. The hydroxyl group at the 5-position of the pentan chain plays a crucial role in determining the compound's reactivity and solubility properties.

Recent studies have highlighted the potential of tert-butyl N-(5-hydroxypentan-2-yl)carbamate as a precursor for the synthesis of bioactive molecules. Its ability to undergo various chemical transformations, such as esterification, amidation, and nucleophilic substitution reactions, has been extensively explored. For instance, researchers have successfully utilized this compound to synthesize novel anti-inflammatory agents with improved pharmacokinetic profiles.

In terms of synthesis, tert-butyl N-(5-hydroxypentan-2-yl)carbamate can be prepared via a variety of methods, including nucleophilic substitution reactions involving tert-butyl chlorides or bromides. The choice of reaction conditions, such as temperature and solvent, significantly influences the yield and purity of the final product. Recent advancements in catalytic systems have further optimized these synthetic pathways, enabling more efficient and scalable production methods.

The application of tert-butyl N-(5-hydroxypentan-2-yl)carbamate extends beyond traditional chemical synthesis. It has been explored as a building block in polymer chemistry, where its unique properties contribute to the development of biodegradable polymers with tailored mechanical and thermal properties. Additionally, its role in drug delivery systems has been investigated, particularly in the formulation of controlled-release pharmaceuticals.

From an environmental perspective, the biodegradability and toxicity profile of tert-butyl N-(5-hydroxypentan-2-yl)carbamate are critical considerations. Recent toxicological studies indicate that this compound exhibits low acute toxicity when administered at recommended doses. However, long-term exposure studies are still required to fully understand its impact on human health and ecosystems.

In conclusion, tert-butyl N-(5-hydroxypentan-2-yl)carbamate (CAS No. 179412-96) remains a valuable compound with diverse applications across multiple disciplines. Its structural versatility and reactivity make it an attractive candidate for further research and development. As new synthetic methodologies and application areas continue to emerge, this compound is poised to play an increasingly important role in both academic and industrial settings.

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