206191-45-9 Usage
Chemical structure
The compound is composed of a tert-butoxycarbonyl-protected (1S)-1-amino-2-hydroxyethyl group attached to a 4-methyl-2,6,7-trioxabicyclo[2.2.2]octane scaffold.
Stereochemistry
The compound has a (1S)-configuration at the amino group, indicating that the amino group is attached to the first carbon of the 2-hydroxyethyl group.
Protection group
The tert-butoxycarbonyl (Boc) group is a commonly used protecting group for amines, which can be removed under acidic conditions to reveal the free amine.
Functional groups
The compound contains an amino group, a hydroxyl group, and a tert-butoxycarbonyl group, which can be used for further chemical reactions and modifications.
Potential applications
The compound may have potential applications in medicinal chemistry and drug development as a building block for the synthesis of pharmaceutical compounds.
Unique structure
The compound's unique structure and functional groups may make it useful for the creation of novel materials or as a research tool in organic chemistry.
Further research
Further study and research are needed to fully understand the potential uses and properties of 1-[N-TERT-BUTOXYCARBONYL-(1S)-1-AMINO-2-HYDROXYETHYL]-4-METHYL-2,6,7-TRIOXABICYCLO[2.2.2]OCTANE.
Molecular weight
The molecular weight of the compound is approximately 269.33 g/mol.
Solubility
The compound's solubility properties are not explicitly mentioned in the material provided, but it may be soluble in organic solvents such as methanol, ethanol, or acetonitrile, depending on the specific functional groups and their interactions.
Check Digit Verification of cas no
The CAS Registry Mumber 206191-45-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,6,1,9 and 1 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 206191-45:
(8*2)+(7*0)+(6*6)+(5*1)+(4*9)+(3*1)+(2*4)+(1*5)=109
109 % 10 = 9
So 206191-45-9 is a valid CAS Registry Number.
206191-45-9Relevant academic research and scientific papers
Stereoselective Synthesis of Threo and Erythro β-Hydroxy and β-Disubstituted-β-Hydroxy α-Amino Acids
Blaskovich, Mark A.,Evindar, Ghotas,Rose, Nicholas G. W.,Wilkinson, Scott,Luo, Yue,Lajoie, Gilles A.
, p. 3631 - 3646 (2007/10/03)
Optically pure N-protected serine aldehyde equivalents can be prepared by the protection of the carboxylic group of serine by a cyclic ortho ester. Alkylation of N-Cbz-, N-Fmoc- or N-Boc-protected serine with oxetane tosylate 1 or bromide 2 gives the corresponding oxetane esters 4a-c which can easily be converted to the cyclic ortho esters 5a-c. A variety of unusual threo β5-hydroxy amino acids have been synthesized by Grignard addition to these optically pure serine aldehyde equivalents. The erythro diastereomers can be obtained by oxidation of the initial threo adduct followed by reduction with LiBH4. Also described is a general approach for the diastereoselective synthesis of optically pure β,β-dialkyl-β-hydroxy α-amino acids. These highly substituted amino acids are prepared by a sequence of Grignard addition to the optically active serine aldehyde equivalent, followed by oxidation of the initial adduct, and a second Grignard addition to the resulting ketone. The hydroxy adduct is obtained with very high diastereoselectivity (84-96% de). All four diastereomers can be selectively synthesized by varying the order of the Grignard additions and the chirality of the initial synthon. Removal of the protecting groups can be effected in very mild conditions, giving excellent yields of highly substituted amino acids in high diastereomeric purity.
