Cas no 153371-25-6 (1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate)

1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate is a chiral carbamate derivative characterized by its tert-butoxycarbonyl (Boc) protecting group and an aldehyde functionality. This compound is particularly valuable in organic synthesis, serving as a versatile intermediate for the preparation of enantiomerically pure compounds. The Boc group provides stability under basic and nucleophilic conditions, while the formyl moiety allows for further functionalization, such as reductive amination or condensation reactions. Its stereochemical purity makes it suitable for asymmetric synthesis in pharmaceuticals and fine chemicals. The compound’s well-defined structure and reactivity profile enhance its utility in complex molecular constructions, ensuring reproducibility in synthetic applications.
1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate structure
153371-25-6 structure
Product Name:1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate
CAS No:153371-25-6
MF:C9H17NO3
MW:187.236182928085
CID:98951
PubChem ID:10241556
Update Time:2025-06-14

1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate Chemical and Physical Properties

Names and Identifiers

    • Carbamic acid,N-[(1S)-1-formylpropyl]-, 1,1-dimethylethyl ester
    • (S)-tert-butyl 1-oxobutan-2-ylcarbamate
    • Carbamic Acid, [(1S)-1-Formylpropyl]-, 1,1-Dimethylethyl Ester
    • Carbamic acid, [(1S)-1-formylpropyl]-, 1,1-dimethylethyl ester (9CI)
    • SCHEMBL374867
    • 153371-25-6
    • ((S)-1-Formyl-propyl)-carbamic acid tert-butyl ester
    • 2(S)-(tert-butoxycarbonyl)amino-butyraldehyde
    • EN300-170440
    • (S)-2-(tert-butoxycarbonyl)aminobutyraldehyde
    • 2(S)-(tert-butoxycarbonyl)aminobutyraldehyde
    • 2(S)-tert-butoxycarbonylaminobutyraldehyde
    • TERT-BUTYL N-[(2S)-1-OXOBUTAN-2-YL]CARBAMATE
    • tert-Butyl (S)-(1-oxobutan-2-yl)carbamate
    • (S)-(1-formyl-propyl)-carbamic acid tert-butyl ester
    • tert-Butyl[(1S)-1-formylpropyl]carbamate
    • NBDAUFXJXMBQRC-ZETCQYMHSA-N
    • 1,1-dimethylethyl [(1S)-1-formylpropyl]carbamate
    • tert-butyl [(1S)-1-formylpropyl]carbamate
    • BDBM50137788
    • CHEMBL93420
    • 1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate
    • MDL: MFCD12031716
    • Inchi: 1S/C9H17NO3/c1-5-7(6-11)10-8(12)13-9(2,3)4/h6-7H,5H2,1-4H3,(H,10,12)/t7-/m0/s1
    • InChI Key: NBDAUFXJXMBQRC-ZETCQYMHSA-N
    • SMILES: O(C(N[C@H](C=O)CC)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 187.12091
  • Monoisotopic Mass: 187.12084340g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 6
  • Complexity: 184
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.4
  • Topological Polar Surface Area: 55.4?2

Experimental Properties

  • Density: 1.0±0.1 g/cm3
  • Boiling Point: 266.5±23.0 °C at 760 mmHg
  • Flash Point: 115.0±22.6 °C
  • PSA: 55.4
  • Vapor Pressure: 0.0±0.5 mmHg at 25°C

1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate Security Information

1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate Pricemore >>

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Additional information on 1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate

Comprehensive Overview of 1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate (CAS No. 153371-25-6)

1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate, with the CAS number 153371-25-6, is a specialized organic compound widely utilized in pharmaceutical and chemical research. This compound belongs to the class of carbamates, which are known for their versatility in synthetic applications. The (1S)-1-Formylpropyl moiety and the tert-butyl carbamate group make this molecule particularly valuable for asymmetric synthesis and peptide modifications. Researchers often explore its role in chiral auxiliaries and protecting group strategies, aligning with current trends in green chemistry and sustainable synthesis.

The growing demand for enantioselective compounds in drug development has heightened interest in 1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate. Its CAS 153371-25-6 identifier is frequently searched in academic databases, reflecting its relevance in asymmetric catalysis and peptide coupling reactions. Recent studies highlight its potential in optimizing reaction yields while minimizing waste—a key focus in modern green chemistry initiatives. Users often inquire about its solubility, stability, and compatibility with common reagents, underscoring its practical utility in lab settings.

From an industrial perspective, 1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate is gaining traction due to its role in API (Active Pharmaceutical Ingredient) synthesis. Its chiral purity and ability to act as a protecting group for amines are critical for producing optically active intermediates. Searches for "153371-25-6 supplier" or "tert-butyl carbamate derivatives" have surged, indicating commercial interest. Additionally, its compatibility with flow chemistry systems—a trending topic in process optimization—further enhances its appeal for scalable manufacturing.

Analytical techniques such as HPLC and NMR are commonly employed to characterize 1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate, ensuring compliance with regulatory standards. The compound’s CAS 153371-25-6 is often cross-referenced in patents related to protease inhibitors and kinase modulators, linking it to cutting-edge therapeutic research. FAQs about its storage conditions and handling precautions dominate forums, emphasizing the need for clear technical documentation.

In summary, 1,1-Dimethylethyl (1S)-1-Formylpropylcarbamate (153371-25-6) bridges academic innovation and industrial applications. Its structural features align with sustainable synthesis goals, while its utility in chiral chemistry answers pressing demands in drug discovery. As research evolves, this compound is poised to remain a focal point for scientists exploring enantioselective transformations and green methodologies.

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