17907-22-1 Usage
Description
(E)-N5-amino[(tert-butoxycarbonyl)amino]methylidene-N2-(tert-butoxycarbonyl)ornithine, also known as Boc-Orn(Alloc)-OH, is a chemical compound derived from ornithine, an amino acid that plays a crucial role in the biosynthesis of proteins and polyamines. (E)-N~5~-amino[(tert-butoxycarbonyl)amino]methylidene-N~2~-(tert-butoxycarbonyl)ornithine features an ornithine molecule with protected amine and carboxylic acid groups, which makes it an ideal building block for peptide synthesis. Its molecular structure and properties contribute to its stability and reactivity, making it a valuable asset in chemical research and the development of peptide-based drugs and biologically active compounds.
Uses
Used in Organic Synthesis:
Boc-Orn(Alloc)-OH is used as a key component in organic synthesis, particularly for the creation of complex molecular structures. Its protected amine and carboxylic acid groups facilitate the formation of peptide bonds and other functional groups, enabling the synthesis of a wide range of compounds with diverse applications.
Used in Peptide Chemistry:
In peptide chemistry, Boc-Orn(Alloc)-OH serves as a building block for the synthesis of peptides and peptide-based drugs. Its protected functional groups allow for the stepwise assembly of peptide chains, leading to the production of biologically active molecules with potential therapeutic applications.
Used in Pharmaceutical Development:
Boc-Orn(Alloc)-OH is utilized in the development of pharmaceuticals, as it can be incorporated into the structure of drug candidates to enhance their efficacy, stability, and bioavailability. Its reactivity and compatibility with various chemical reactions make it a versatile tool for designing and optimizing drug molecules.
Used in Research and Development of Biologically Active Compounds:
(E)-N~5~-amino[(tert-butoxycarbonyl)amino]methylidene-N~2~-(tert-butoxycarbonyl)ornithine is also employed in the research and development of biologically active compounds, such as those with potential applications in the treatment of various diseases and conditions. Its unique molecular structure and properties allow for the exploration of new therapeutic strategies and the discovery of novel bioactive molecules.
Check Digit Verification of cas no
The CAS Registry Mumber 17907-22-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,9,0 and 7 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 17907-22:
(7*1)+(6*7)+(5*9)+(4*0)+(3*7)+(2*2)+(1*2)=121
121 % 10 = 1
So 17907-22-1 is a valid CAS Registry Number.
17907-22-1Relevant articles and documents
N,N,N-Tris(tert-butoxycarbonyl)-l-arginine: five isoforms whose obtainment depends on procedure and scrupulous NMR confirmation of their structures
Alfei, Silvana,Castellaro, Sara
, p. 1811 - 1832 (2017/12/04)
l-arginine is often covalently linked to vectors for gene or drug delivery as a means of increasing their transfection activity and reducing toxicity. This strategy relies on the protection of basic nitrogen atoms, for example, by employing the tert-butoxycarbonyl group. Our aim in the present work was to prepare the widely described αN,ωN,ω′N-tris(tert-butyloxycarbonyl)-l-arginine as a single isomer in high yield and with high levels of purity for use in the esterification of dendrimers with several peripheral hydroxyl groups. Following three reported protocols which assured this goal, we observed the unexpected formation of four additional isomers. Using the first procedure, αN,ωN,ω′N-tris(tert-butyloxycarbonyl)-l-arginine was never obtained. The second procedure delivered the desired compound as a mixture of geometric isomers (E/Z), while the third protocol led to a single isomer in high yield and purity, but with an unreported symmetrical structure. Since Boc protection is transient, this discovery would seem to be of little interest, but preliminary results from an ongoing investigation of the behavior of each of the isomers obtained in the esterification reactions of interest has shown that their reactivity depends on their structure. Although this research is ongoing, here we report a detailed description of these unexpected results, along with an NMR investigation focusing on the double-bond geometry and position which enabled confirmation of the structures.
