262280-14-8 Usage
Description
(1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER is a white to off-white crystalline powder with specific stereochemistry, characterized by its 1S, 2S, and 4R configurations. (1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER is a protected amino acid derivative, featuring a BOC (tert-butoxycarbonyl) group that serves as a protecting agent for the amino function, and a methyl ester group attached to the carboxylic acid moiety.
Uses
Used in Pharmaceutical Industry:
(1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER is used as a key intermediate in the synthesis of complex pharmaceutical compounds, particularly those targeting the central nervous system. Its unique stereochemistry and protecting groups make it a valuable building block for the development of innovative drugs.
Used in Biochemical Research:
In the field of biochemical research, this compound serves as a valuable tool for studying enzyme mechanisms and the synthesis of biologically active peptides. Its protected amino function allows for controlled peptide bond formation, while the hydroxycyclopentane core provides a unique scaffold for exploring novel bioactivities.
Used in the Synthesis of Potent Inactivators:
(1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER is used as a precursor in the synthesis of potent inactivators of γ-aminobutyric acid aminotransferase. These inactivators are important for understanding the role of this enzyme in neurological disorders and for developing potential therapeutic agents targeting this enzyme.
Chemical Properties:
(1S,2S,4R)-N-BOC-1-AMINO-2-HYDROXYCYCLOPENTANE-4-CARBOXYLIC ACID METHYL ESTER is characterized by its white to off-white crystalline powder appearance, which is indicative of its high purity and stability under appropriate storage conditions. Its chemical properties include the presence of a BOC protecting group and a methyl ester functionality, which can be further modified or utilized in various chemical reactions.
Check Digit Verification of cas no
The CAS Registry Mumber 262280-14-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,6,2,2,8 and 0 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 262280-14:
(8*2)+(7*6)+(6*2)+(5*2)+(4*8)+(3*0)+(2*1)+(1*4)=118
118 % 10 = 8
So 262280-14-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H21NO5/c1-12(2,3)18-11(16)13-8-5-7(6-9(8)14)10(15)17-4/h7-9,14H,5-6H2,1-4H3,(H,13,16)/t7-,8+,9+/m1/s1
262280-14-8Relevant articles and documents
Use of hydrolases for the synthesis of cyclic amino acids
Lloyd, Richard C.,Lloyd, Michael C.,Smith, Mark E. B.,Holt, Karen E.,Swift, Jonathan P.,Keene, Philip A.,Taylor, Stephen J. C.,McCague, Raymond
, p. 717 - 728 (2007/10/03)
The synthesis of several cyclic amino acids that have all the necessary structural features to make them ideal scaffolds for use in medicinal chemistry is described. A key step in each synthesis is the use of hydrolase enzymes to define a chiral centre. I
A new class of conformationally rigid analogues of 4-amino-5- halopentanoic acids, potent inactivators of γ-aminobutyric acid aminotransferase
Qiu, Jian,Silverman, Richard B.
, p. 706 - 720 (2007/10/03)
Recently, we found (Qiu, J.; Pingsterhaus, J. M.; Silverman, R. B. J. Med. Chem. 1999, 42, 4725-4728) that conformationally rigid analogues of the GABA aminotransferase (GABA-AT) inactivator vigabatrin were not inactivators of GABA-AT. To determine if thi
