(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid, CAS No. 135042-12-5

Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

North America

South America

Africa

Europe

Asia

Oceania

135042-12-5

Catalog No. EBD48620

CAS 135042-12-5

Name (2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid

Get Quote

Basic Information

Synonyms: N-t-BOC-cis-4-hydroxy-D-proline (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline Boc-cis-4-Hydroxy-D-proline (2R,4R)-N-Boc-4-Hydroxypyrrolidine-2-CarboxylicAcid cis-Boc-D-Hyp-OH Boc-cis-D-Hyp-OH (2r,4r)-n-alpha-t-butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylicacid boc-(2r,4r)-(+)-4-hydroxypyrrolidine-2-carboxylicacid boc-d-cishyp-oh n-boc-cis-4-hydroxy-d-proline n-alpha-butoxycarbonyl-cis-4-hydroxy-d-proline (2R,4R)-1-tert-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylicacid (2R,4R)-4-Hydroxypyrrolidine-1,2-dicarboxylicacid1-tert-butylester

Molecular Formula: C10H17NO5

Molecular Weight: 231.25

MDL Number: MFCD02094407

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

(2R,4R)-N-Boc-4-hydroxypyrrolidine-2-carboxylic acid is a chiral, non-proteinogenic amino acid derivative. It features a pyrrolidine ring with a trans configuration of the carboxylic acid and hydroxyl groups at the 2- and 4-positions, respectively. The molecule is protected with a tert-butoxycarbonyl (Boc) group on the nitrogen, making it a stable and versatile building block for synthetic chemistry. This compound is primarily used as a key chiral intermediate in the synthesis of pharmaceutical agents. Its rigid, hydroxylated proline scaffold is a privileged structure found in numerous bioactive molecules, particularly in the development of protease inhibitors (such as HIV protease inhibitors), renin inhibitors, and other peptidomimetic drugs. The Boc-protected hydroxyproline derivative allows for selective deprotection and further functionalization under standard peptide coupling conditions, facilitating the construction of complex, stereochemically defined target molecules. As a non-natural amino acid, it serves as a crucial component in medicinal chemistry for introducing conformational constraints and enhancing the metabolic stability and binding affinity of peptide-based therapeutics. Its high enantiopurity is essential for ensuring the desired biological activity of the final drug candidate.

Physical Properties

Melting Point: 146-151 °C

Boiling Point: 390.9 °C at 760 mmHg

Flash Point: 190.2 °C

Density: 1.312 g/cm3

Storage: 2-8°C