Cas no 2322750-43-4 (Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-)

Technical Introduction: Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-, is a structurally unique bicyclic compound featuring a constrained [1.1.1]pentane scaffold, which imparts enhanced rigidity and steric specificity. The α-position is functionalized with a Boc-protected amino group, offering versatility in peptide coupling and derivatization. This chiral (R)-configured derivative is particularly valuable in medicinal chemistry for its ability to modulate conformational properties, improving target binding affinity and metabolic stability. The tert-butoxycarbonyl (Boc) group ensures compatibility with standard deprotection protocols, facilitating its use in multi-step syntheses. Its compact, three-dimensional architecture makes it a promising building block for drug discovery, especially in the design of bioactive peptides and small-molecule therapeutics.
Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)- structure
2322750-43-4 structure
Product Name:Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-
CAS No:2322750-43-4
MF:C13H21NO4
MW:255.31014418602
CID:5107800
Update Time:2026-03-03

Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)- Chemical and Physical Properties

Names and Identifiers

    • Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-
    • Inchi: 1S/C13H21NO4/c1-12(2,3)18-11(17)14-9(10(15)16)7-13-4-8(5-13)6-13/h8-9H,4-7H2,1-3H3,(H,14,17)(H,15,16)/t8?,9-,13?/m1/s1
    • InChI Key: ZRWHHHKRQKVBSE-XQVHRTOBSA-N
    • SMILES: C12(C[C@@H](NC(OC(C)(C)C)=O)C(O)=O)CC(C1)C2

Experimental Properties

  • Density: 1.224±0.06 g/cm3(Predicted)
  • Boiling Point: 401.4±28.0 °C(Predicted)
  • pka: 4.02±0.10(Predicted)

Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)- Pricemore >>

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Additional information on Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-

Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-

Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)- is a highly specialized organic compound with the CAS number 2322750-43-4. This compound is notable for its unique bicyclic structure and its potential applications in various fields of chemistry and pharmacology. The molecule consists of a bicyclo[1.1.1]pentane ring system fused with a propanoic acid group and an alpha-amino substituent protected by a (1,1-dimethylethoxy)carbonyl (Boc) group.

The bicyclo[1.1.1]pentane framework is a rigid and stable structure that contributes to the compound's unique physical and chemical properties. This bicyclic system is often utilized in drug design due to its ability to enhance molecular rigidity and improve bioavailability. The alpha-amino group, protected by the Boc group, plays a critical role in various chemical reactions, including peptide synthesis and other amide bond formations.

Recent studies have highlighted the importance of Bicyclo[1.1.1]pentane-1-propanoic acid derivatives in the development of novel therapeutic agents. For instance, researchers have explored the use of this compound in the creation of peptide-based drugs with improved stability and efficacy. The (αR)-configuration of this compound ensures high enantioselectivity, making it particularly valuable in asymmetric synthesis.

The synthesis of Bicyclo[1.1.1]pentane-1-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)- involves a multi-step process that includes ring-closing metathesis and subsequent functionalization to introduce the amino protecting group. This compound is often used as an intermediate in the synthesis of more complex molecules, such as cyclic peptides and macrocycles.

In terms of applications, this compound has shown promise in the field of materials science as well as biotechnology. Its rigid structure makes it suitable for use in self-assembling materials and nanotechnology applications. Additionally, its role as an intermediate in peptide synthesis has led to its use in the development of novel antibiotics and anticancer agents.

Recent advancements in computational chemistry have enabled researchers to better understand the electronic properties and reactivity of Bicyclo[1.1.1]pentane-1-propanoic acid derivatives at the molecular level. These insights have paved the way for more efficient synthetic routes and improved drug delivery systems.

In conclusion, Bicyclo[2322750-43-4] is a versatile compound with significant potential across multiple disciplines due to its unique structure and functional groups.

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