(2R,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate, CAS No. 135042-17-0

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135042-17-0

Catalog No. EBD938738

CAS 135042-17-0

Name (2R,4S)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

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Basic Information

Synonyms: n-boc-trans-4-hydroxy-d-prolinemethylester (2r,4s)-4-hydroxypyrrolidine-1,2-dicarboxylate 1,2-pyrrolidinedicarboxylicacid,4-hydroxy-,1-(1,1-dimethylethyl)2-methylester,(2r,4s)- boc-trans-4-hydroxy-d-prolinemethylester n-tert-butoxycarbonyl-trans-4-hydroxy-d-prolinemethylester (2r,4s)-4-hydroxypyrrolidine-1,2-dicarboxylicacid1-tert-butylester2-methylester 1-tert-Butyl2-methyl(2R,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate (2R,4S)-1-tert-butyl2-methyl4-hydroxypyrrolidine-1,2-dicarboxylate Boc-trans-D-Hyp-Ome Boc-D-trans-Hyp-OMe

Molecular Formula: C11H19NO5

Molecular Weight: 245.27

MDL Number: MFCD09954932

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

N-Boc-trans-4-hydroxy-D-proline methyl ester is a chiral, non-proteinogenic amino acid derivative. It features a protected amine (Boc group), a methyl ester, and a hydroxyl group on the proline ring's 4-position in the trans configuration. This specific stereochemistry is derived from D-proline. This compound is a crucial chiral building block and intermediate in pharmaceutical synthesis. Its primary application is in the preparation of complex bioactive molecules, particularly in the synthesis of peptide mimetics and protease inhibitors. The presence of the hydroxyl group allows for further functionalization, making it a versatile scaffold for constructing drug candidates with specific three-dimensional structures. As a protected form of 4-hydroxy-D-proline, it is widely used in medicinal chemistry research and development. It serves as a key starting material for introducing constrained, hydroxylated proline motifs into target compounds, which can be important for modulating biological activity, solubility, and metabolic stability.

Physical Properties

Storage: −20°C