Cas no 112525-72-1 (2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid)

2-{(tert-Butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid is a protected derivative of tryptophan, featuring a tert-butoxycarbonyl (Boc) group on the amino functionality. This compound is widely utilized in peptide synthesis, where the Boc group serves as a temporary protecting group for the α-amino moiety, enabling selective deprotection under mild acidic conditions. Its indole side chain remains reactive for further modifications, making it valuable in the preparation of complex peptides and bioactive molecules. The Boc-protected tryptophan derivative enhances stability during synthetic procedures, minimizing unwanted side reactions. Its high purity and consistent performance make it a preferred choice for researchers in medicinal chemistry and pharmaceutical development.
2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid structure
112525-72-1 structure
Product Name:2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid
CAS No:112525-72-1
MF:C16H20N2O4
MW:304.341004371643
MDL:MFCD00190836
CID:129806
PubChem ID:333429
Update Time:2025-05-25

2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid Chemical and Physical Properties

Names and Identifiers

    • N-TERT-BUTOXYCARBONYL-DL-TRYPTOPHAN
    • N-(tert-Butoxycarbonyl)-DL-tryptophan
    • Boc-DL-Trp-OH
    • Tryptophan,N-[(1,1-dimethylethoxy)carbonyl]-
    • Boc-DL-tryptophan
    • D,L-N-t-Boc-tryptophan
    • Nalpha-Boc-D-Tryptophane
    • Nalpha-Boc-L-Tryptophane
    • N-tert-butoxycarbonyl-protected tryptophan
    • N-tert-Butoxycarbonyltryptophan
    • N-tert-Butyloxycarbonyl-L-tryptophan
    • t-butoxycarbonyltryptophan
    • tert-Butoxycarbonyl-L-tryptophan
    • tert-Butoxycarbonyltryptophan
    • N-Boc-DL-tryptophan
    • N-α-Boc-DL-Tryptophan
    • 2-((tert-Butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoic acid
    • N-(tert-butoxycarbonyl)tryptophan
    • tert-Butyloxycarbonyltryptophan
    • STK367969
    • 2-(tert-butoxycarbonylamino)-3-(1H-indol-3-yl)propanoic acid
    • N-tert-Butoxycarbonyl-L-(-)-tryptophan
    • N-tert-Butoxycarbonyl-L-tryptophan
    • 2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid
    • 2-tert-butoxycarbonylamino-3-(1H-indole-3-yl)propionic acid
    • SY014647
    • AS-75458
    • SY033671
    • NSC334306
    • SR-01000368768
    • AB02642
    • MFCD00190836
    • SR-01000368768-1
    • NSC-334306
    • N-tert-Butoxycarbonyl-D,L-tryptophan
    • AKOS000505932
    • SCHEMBL850438
    • AKOS016624114
    • FT-0636811
    • EN300-154397
    • L-Tryptophan,1-dimethylethoxy)carbonyl]-
    • N-[(1,1-Dimethylethoxy)carbonyl]-L-tryptophan
    • A829070
    • 2-((tert-Butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoicacid
    • MFCD00037944
    • Tryptophan, N-tert-butyl ester, L-
    • boc-d,l-tryptophan
    • 2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoic acid
    • 3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
    • (tert-Butoxycarbonyl)tryptophan
    • 112525-72-1
    • NFVNYBJCJGKVQK-UHFFFAOYSA-N
    • DTXSID70318720
    • SY055799
    • CS-0137975
    • FT-0629992
    • FT-0689475
    • FT-0697324
    • N-[(tert-Butoxy)carbonyl]-L-tryptophan
    • AB01678
    • DB-371641
    • Nalpha-Boc-D-tryptophan
    • Nalpha-Boc-L-tryptophan
    • MDL： MFCD00190836
    • Inchi： 1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)
    • InChI Key： NFVNYBJCJGKVQK-UHFFFAOYSA-N
    • SMILES： O(C(NC(C(=O)O)CC1=CNC2C=CC=CC1=2)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 304.14200
  • Monoisotopic Mass: 304.142
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 6
  • Complexity: 419
  • 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: 2
  • Topological Polar Surface Area: 91.4

Experimental Properties

  • PSA: 91.42000
  • LogP: 3.07920
  • λmax: 279(H2O)(lit.)

2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid Pricemore >>

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2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid Related Literature

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Additional information on 2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid

Comprehensive Overview of 2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid (CAS No. 112525-72-1)

2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid, with the CAS number 112525-72-1, is a specialized organic compound widely utilized in pharmaceutical research, peptide synthesis, and biochemical applications. This compound belongs to the class of N-protected amino acids, featuring a tert-butoxycarbonyl (Boc) group and an indole moiety, making it a valuable building block in drug discovery and development.

The Boc-protected indole derivative is particularly significant in the synthesis of peptides and peptidomimetics, where it serves as a key intermediate. Researchers often employ this compound to introduce the tryptophan residue or its analogs into peptide chains, leveraging its stability and reactivity under mild conditions. Its CAS No. 112525-72-1 is frequently searched in academic databases and chemical catalogs, reflecting its importance in modern organic chemistry.

In recent years, the demand for 2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid has surged due to its role in developing targeted therapies and bioconjugates. With the growing interest in precision medicine and personalized healthcare, this compound has become a focal point for researchers exploring novel drug delivery systems and bioactive molecules. Its unique structure allows for modifications that enhance bioavailability and binding affinity, making it a versatile tool in medicinal chemistry.

From a synthetic perspective, the Boc group in CAS 112525-72-1 provides excellent protection for the amino functionality during multi-step reactions, ensuring high yields and purity. The indole ring further contributes to the compound's utility, as it is a common pharmacophore in many natural products and therapeutic agents. This dual functionality makes 2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid a preferred choice for chemists working on peptide-based drugs and enzyme inhibitors.

Beyond pharmaceuticals, 112525-72-1 has applications in biotechnology and material science. Its incorporation into smart materials and biodegradable polymers is an emerging area of research, driven by the need for sustainable and functional materials. The compound's ability to interact with biological systems while maintaining structural integrity under various conditions makes it a promising candidate for advanced material design.

In summary, 2-{(tert-butoxy)carbonylamino}-3-(1H-indol-3-yl)propanoic acid (CAS No. 112525-72-1) is a multifaceted compound with broad applications in drug development, peptide synthesis, and biomaterials. Its relevance in cutting-edge research underscores its importance as a high-value chemical, and its continued study will likely yield further innovations in science and technology.

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