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CAS 254882-06-9

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(2S,4R)-N-BOC-4-Hydroxypiperidine-2-carboxylic acid methyl ester

Description:
(2S,4R)-N-BOC-4-Hydroxypiperidine-2-carboxylic acid methyl ester is a chemical compound characterized by its specific stereochemistry and functional groups. The "N-BOC" designation indicates the presence of a tert-butyloxycarbonyl (BOC) protecting group on the nitrogen atom, which is commonly used in peptide synthesis to protect amines. The compound features a piperidine ring, which is a six-membered saturated nitrogen-containing heterocycle, and it has a hydroxyl group (-OH) at the 4-position, contributing to its reactivity and potential applications in organic synthesis. The carboxylic acid methyl ester functionality suggests that it can undergo hydrolysis to yield the corresponding carboxylic acid, making it versatile for further chemical transformations. This compound is of interest in medicinal chemistry and drug development due to its structural features that may influence biological activity. Its specific stereochemistry (2S,4R) is crucial for its interaction with biological targets, as stereoisomers can exhibit significantly different properties and activities.
Formula:C12H21NO5
InChI:InChI=1/C12H21NO5/c1-12(2,3)18-11(16)13-6-5-8(14)7-9(13)10(15)17-4/h8-9,14H,5-7H2,1-4H3
SMILES:CC(C)(C)OC(=O)N1CCC(CC1C(=O)OC)O
Synonyms:
  • Methyl (2S,4R)-N-BOC-4-hydroxypiperidine-2-carboxylate
  • 1-Tert-Butyl 2-Methyl 4-Hydroxypiperidine-1,2-Dicarboxylate
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