81505-49-9 Usage
Description
(S)-(-)-Methyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxypentanoate, with the chemical formula C12H23NO5, is a compound derived from the naturally occurring amino acid valine. It is widely utilized in organic synthesis and pharmaceutical research as a building block for creating peptides and other biologically active molecules. (S)-(-)-Methyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxypentanoate serves as a protecting group for the amino group of valine, allowing for selective removal under mild conditions to expose the free amine. This feature makes it an essential tool for controlling the reactivity and selectivity of chemical reactions in the synthesis process.
Uses
Used in Pharmaceutical Research:
(S)-(-)-Methyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxypentanoate is used as a building block for the synthesis of various biologically active molecules and peptides. Its role in protecting the amino group of valine enhances the efficiency and selectivity of chemical reactions, leading to the development of new pharmaceutical compounds.
Used in Organic Synthesis:
In the field of organic synthesis, (S)-(-)-Methyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxypentanoate is employed as a valuable protecting group for the amino group of valine. This protection allows chemists to carry out selective reactions without affecting the amino group, thus facilitating the synthesis of complex organic molecules with greater precision and control.
Production Methods:
(S)-(-)-Methyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxypentanoate is typically prepared through the condensation of (S)-valine with tert-butyl chloroformate, followed by ester hydrolysis to yield the desired product. This method ensures the selective protection of the amino group, making it a reliable and efficient process for obtaining the compound.
Check Digit Verification of cas no
The CAS Registry Mumber 81505-49-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,1,5,0 and 5 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 81505-49:
(7*8)+(6*1)+(5*5)+(4*0)+(3*5)+(2*4)+(1*9)=119
119 % 10 = 9
So 81505-49-9 is a valid CAS Registry Number.
81505-49-9Relevant articles and documents
Synthesis and inhibitory activity of substrate-analog fructosyl peptide oxidase inhibitors
Watanabe, Bunta,Ichiyanagi, Atsushi,Hirokawa, Kozo,Gomi, Keiko,Nakatsu, Toru,Kato, Hiroaki,Kajiyama, Naoki
, p. 3910 - 3913 (2015)
Abstract Fructosyl peptide oxidases (FPOXs) play a crucial role in the diagnosis of diabetes. Their main function is to cleave fructosyl amino acids or fructosyl peptides into glucosone and the corresponding amino acids/dipeptides. In this study, the subs
Catalytic Asymmetric Hydrogenation of Dehydroamino Acid Esters with Biscarbamate Protection and Its Application to the Synthesis of xCT Inhibitors
Yasuno, Yoko,Mizutani, Iho,Sueuchi, Yuki,Wakabayashi, Yuuka,Yasuo, Nozomi,Shimamoto, Keiko,Shinada, Tetsuro
, p. 5145 - 5148 (2019/03/17)
Catalytic asymmetric hydrogenation of dehydroamino acid esters with biscarbamate protection was examined for the first time to prepare optically active amino acids. The new method was successfully applied to the synthesis of new cystine–glutamate exchanger inhibitors.
CONFORMATIONALLY CONSTRAINED, FULLY SYNTHETIC MACROCYCLIC COMPOUNDS
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Paragraph 0442; 0443, (2015/02/25)
The conformationally restricted, spatially defined macrocyclic ring system of formula (I) is constituted by three distinct molecular parts: Template A, conformation Modulator B and Bridge C. Macrocycles described by this ring system I are readily manufactured by parallel synthesis or combinatorial chemistry in solution or on solid phase. They are designed to interact with a variety of specific biological target classes, examples being agonistic or antagonistic activity on G-protein coupled receptors (GPCRs), inhibitory activity on enzymes or antimicrobial activity. In particular, these macrocycles show inhibitory activity on endothelin converting enzyme of subtype 1 (ECE-1) and/or the cysteine protease cathepsin S (CatS), and/or act as antagonists of the oxytocin (OT) receptor, thyrotropin-releasing hormone (TRH) receptor and/or leukotriene B4 (LTB4) receptor, and/or as agonists of the bombesin 3 (BB3) receptor, and/or show antimicrobial activity against at least one bacterial strain. Thus they are showing great potential as medicaments for a variety of diseases.
