1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-[(4-nitrophenyl)methyl]ester, (2S,4R)-


Chemical Name: 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-[(4-nitrophenyl)methyl]ester, (2S,4R)-
CAS Number: 96034-57-0
Product Number: AG00IJRB(AGN-PC-0W5OP9)
Synonyms:
MDL No:
Molecular Formula: C13H14N2O7
Molecular Weight: 310.25946

Identification/Properties


Computed Properties
Molecular Weight:
310.262g/mol
XLogP3:
0.6
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
7
Rotatable Bond Count:
4
Exact Mass:
310.08g/mol
Monoisotopic Mass:
310.08g/mol
Topological Polar Surface Area:
133A^2
Heavy Atom Count:
22
Formal Charge:
0
Complexity:
442
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
2
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

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NMR Spectrum


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Chemical Structure



In chemical synthesis, (2S,4R)-1-(4-Nitrobenzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid serves as a versatile building block for the construction of complex organic molecules. Its unique structure and functional groups make it a valuable intermediate in the synthesis of various pharmaceuticals, agrochemicals, and fine chemicals.This compound can be selectively modified at its different functional groups to introduce specific chemical moieties or linkers, enabling the creation of diverse molecular structures with precise control over stereochemistry. Its carboxylic acid group can participate in amide bond formation or esterification reactions, while the nitrobenzyl-protected amine can serve as a site for further functionalization or deprotection.Moreover, the hydroxyl group presents opportunities for stereoselective transformations, such as diastereoselective reductions or nucleophilic substitutions, expanding the synthetic utility of this compound in accessing enantiomerically pure compounds with tailored properties. By incorporating (2S,4R)-1-(4-Nitrobenzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid into synthetic routes, chemists can streamline the synthesis of complex molecules and access structurally diverse compounds for various applications.