Cas no 19647-68-8 ((S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate)

(S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate is a chiral compound featuring a benzyl carbamate group and a methylamino carbonyl moiety, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its stereospecific (S)-configuration ensures high enantioselectivity, which is critical for applications in asymmetric synthesis and drug development. The presence of both hydroxyl and carbamate functional groups enhances its reactivity, allowing for versatile derivatization. This compound is particularly useful in peptide chemistry and as a building block for biologically active molecules. Its stability under standard conditions and well-defined structure make it a reliable choice for precision chemical transformations.
(S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate structure
19647-68-8 structure
Product Name:(S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate
CAS No:19647-68-8
MF:C12H16N2O4
MW:252.266443252563
MDL:MFCD17011849
CID:1003136
PubChem ID:49757983
Update Time:2025-06-19

(S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate Chemical and Physical Properties

Names and Identifiers

    • (S)-Benzyl (3-hydroxy-1-(methylamino)-1-oxopropan-2-yl)carbamate
    • (S)-benzyl 3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate
    • (S)-2-benzyloxycarbonylamino-3-hydroxy-N-methylpropionamide
    • AG-L-22451
    • AK-57058
    • ANW-74405
    • CTK4E1970
    • Z-L-Ser-methylamid
    • N-carbobenzoxy-l-serine methylamide
    • AMY36451
    • C73744
    • J-502484
    • 19647-68-8
    • Benzyl [(2S)-3-hydroxy-1-(methylamino)-1-oxopropan-2-yl]carbamate
    • AKOS015901899
    • (S)-benzyl3-hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate
    • (S)-Benzyl(3-hydroxy-1-(methylamino)-1-oxopropan-2-yl)carbamate
    • DS-15422
    • CS-0151061
    • A880094
    • DTXSID20677814
    • benzyl N-[(1S)-2-hydroxy-1-(methylcarbamoyl)ethyl]carbamate
    • AKOS015856345
    • benzyl N-[(2S)-3-hydroxy-1-(methylamino)-1-oxopropan-2-yl]carbamate
    • (S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate
    • MDL: MFCD17011849
    • Inchi: 1S/C12H16N2O4/c1-13-11(16)10(7-15)14-12(17)18-8-9-5-3-2-4-6-9/h2-6,10,15H,7-8H2,1H3,(H,13,16)(H,14,17)/t10-/m0/s1
    • InChI Key: RQLHVJRXJOFWQW-JTQLQIEISA-N
    • SMILES: O(C(N[C@H](C(NC)=O)CO)=O)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 252.11100700g/mol
  • Monoisotopic Mass: 252.11100700g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 8
  • Complexity: 277
  • 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: 0.1
  • Topological Polar Surface Area: 87.7?2

(S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate Security Information

  • HazardClass:IRRITANT

(S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate Pricemore >>

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Additional information on (S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate

Comprehensive Overview of (S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate (CAS No. 19647-68-8)

(S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate (CAS No. 19647-68-8) is a chiral organic compound widely recognized for its applications in pharmaceutical synthesis and biochemical research. This compound, often abbreviated as (S)-Benzyl carbamate derivative, features a unique stereochemical configuration that makes it valuable for asymmetric synthesis and enzyme inhibition studies. Its molecular structure includes a benzyl group, a hydroxypropane backbone, and a methylamino carbonyl moiety, contributing to its versatility in drug design.

In recent years, the demand for chiral intermediates like (S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate has surged due to their role in developing targeted therapies and precision medicine. Researchers frequently search for "CAS 19647-68-8 suppliers" or "(S)-Benzyl carbamate synthesis" to source high-purity materials for peptide modification and protease inhibitor studies. The compound’s enantiomeric purity is critical for ensuring reproducibility in biocatalysis and kinetic resolution experiments.

From an industrial perspective, 19647-68-8 is often utilized in the production of bioactive molecules and pharmaceutical intermediates. Its carbamate-protected amine group enables selective reactions, making it a preferred choice for solid-phase peptide synthesis (SPPS). Laboratories focusing on drug discovery frequently explore its potential in structure-activity relationship (SAR) studies, particularly for G-protein-coupled receptor (GPCR) ligands.

The compound’s solubility profile (soluble in polar solvents like DMSO and methanol) and stability under inert conditions are frequently discussed in forums and scientific literature. Queries such as "how to store CAS 19647-68-8" or "(S)-Benzyl derivative reaction conditions" reflect user interest in optimizing its handling. Proper storage at -20°C in anhydrous environments is recommended to prevent degradation.

Emerging trends in green chemistry have also spotlighted (S)-Benzyl 3-Hydroxy-1-(methylamino)-1-oxopropan-2-ylcarbamate as a candidate for sustainable synthesis. Researchers are investigating catalytic asymmetric routes to reduce waste and improve atom economy. This aligns with the broader industry shift toward environmentally friendly protocols, a topic gaining traction in academic searches and conference presentations.

In summary, CAS No. 19647-68-8 represents a critical building block in modern organic and medicinal chemistry. Its applications span from peptide-based therapeutics to catalysis research, driven by its stereospecificity and functional group compatibility. As the scientific community continues to explore its potential, this compound remains a focal point for innovation in drug development and biochemical engineering.

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