Cas no 753023-60-8 (tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate)

Tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate is a protected amine derivative featuring a cyclopropane ring and a Boc (tert-butoxycarbonyl) protecting group. This compound is valuable in organic synthesis and medicinal chemistry due to its stability and versatility as an intermediate. The Boc group facilitates selective deprotection under mild acidic conditions, enabling controlled functionalization of the amine moiety. The cyclopropane ring enhances structural rigidity, which can be advantageous in designing bioactive molecules. Its well-defined reactivity profile makes it suitable for peptide coupling, heterocycle synthesis, and other transformations requiring protected amines. The compound is typically handled under inert conditions to preserve its integrity.
tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate structure
753023-60-8 structure
Product Name:tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate
CAS No:753023-60-8
MF:C10H20N2O2
MW:200.278002738953
MDL:MFCD21602485
CID:561779
PubChem ID:12993142
Update Time:2025-05-20

tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate Chemical and Physical Properties

Names and Identifiers

    • Carbamic acid,[1-(2-aminoethyl)cyclopropyl]-, 1,1-dimethylethyl ester (9CI)
    • tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate
    • [1-(2-Amino-ethyl)-cyclopropyl]-carbamic acid tert-butyl ester
    • CS-0056011
    • AKOS024015523
    • t-Butyl (1-(2-aminoethyl)cyclopropyl)carbamate
    • Carbamic acid, [1-(2-aminoethyl)cyclopropyl]-, 1,1-dimethylethyl ester (9CI)
    • MFCD21602485
    • AS-83330
    • 753023-60-8
    • F8880-2983
    • 1-(2-Aminoethyl)-N-Boc-cyclopropanamine
    • SY041110
    • tert-Butyl [1-(2-aminoethyl)-cyclopropyl]carbamate
    • TERT-BUTYL(1-(2-AMINOETHYL)CYCLOPROPYL)CARBAMATE
    • BPTZBLNXMXSNFR-UHFFFAOYSA-N
    • Tert-butyl 1-(2-aminoethyl)cyclopropylcarbamate
    • EN300-95766
    • SCHEMBL3364824
    • TERT-BUTYL (1-(2-AMINOETHYL)CYCLOPROPYL)CARBAMATE
    • 1-(2-Aminoethyl)-1-(Boc-amino)-cyclopropane
    • DB-101841
    • MDL: MFCD21602485
    • Inchi: 1S/C10H20N2O2/c1-9(2,3)14-8(13)12-10(4-5-10)6-7-11/h4-7,11H2,1-3H3,(H,12,13)
    • InChI Key: BPTZBLNXMXSNFR-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(NC1(CCN)CC1)=O

Computed Properties

  • Exact Mass: 200.1526
  • Monoisotopic Mass: 200.152477885g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 6
  • Complexity: 217
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.3
  • Topological Polar Surface Area: 64.4?2

Experimental Properties

  • PSA: 64.35

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Additional information on tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate

Comprehensive Overview of tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate (CAS No. 753023-60-8)

The compound tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate (CAS No. 753023-60-8) is a specialized carbamate derivative with significant applications in pharmaceutical and organic synthesis. Its unique structure, featuring a cyclopropyl ring and a tert-butyl protecting group, makes it a valuable intermediate in the development of bioactive molecules. Researchers and industry professionals frequently search for this compound due to its role in peptide synthesis, drug discovery, and medicinal chemistry.

One of the most common questions about tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate revolves around its synthetic utility. The tert-butyloxycarbonyl (Boc) group is widely used to protect amines during multi-step reactions, ensuring selectivity and stability. This compound’s cyclopropyl moiety also attracts attention, as cyclopropane rings are known to enhance metabolic stability and bioavailability in drug candidates. Such properties align with current trends in small-molecule therapeutics and fragment-based drug design.

In the context of green chemistry and sustainable practices, CAS No. 753023-60-8 is often discussed for its potential in atom-efficient synthesis. Modern chemists prioritize reagents that minimize waste and reduce environmental impact, and this compound’s efficiency in amide bond formation and N-protection strategies makes it a topic of interest. Searches for eco-friendly carbamates or Boc-protected amines frequently lead to discussions about its applications.

Another trending topic is the use of tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate in high-throughput screening (HTS) and combinatorial chemistry. Its compatibility with automated synthesis platforms and solid-phase reactions has made it a staple in pharmaceutical R&D. Researchers exploring scaffold diversification or structure-activity relationship (SAR) studies often seek this compound to expand their molecular libraries.

The compound’s stability under various conditions is another frequently searched aspect. Unlike some amine-protecting groups, the Boc group in 753023-60-8 is resistant to hydrolysis under basic conditions but can be cleaved selectively with acids. This duality is crucial for orthogonal protection strategies, a technique highly valued in multi-component reactions. Queries about acid-labile protecting groups or Boc deprotection methods often highlight this compound’s versatility.

From a commercial perspective, tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate is available through major chemical suppliers, but its synthesis is also a point of interest. Published protocols often involve cyclopropanation reactions followed by carbamate formation, with yields optimized for industrial-scale production. Discussions around cost-effective synthesis or bulk procurement of CAS No. 753023-60-8 are common among procurement specialists.

In summary, tert-butyl N-[1-(2-aminoethyl)cyclopropyl]carbamate (CAS No. 753023-60-8) is a multifaceted compound bridging organic synthesis, drug development, and sustainable chemistry. Its relevance in contemporary research ensures continued demand, while its structural features align with cutting-edge trends like fragment-based discovery and green synthetic methods. For those exploring peptide mimetics or protease inhibitors, this compound remains an indispensable tool.

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