N-Boc-trans-4-amino-L-proline methyl ester, CAS No. 121148-00-3

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121148-00-3

Catalog No. EBD1467

CAS 121148-00-3

Name N-Boc-trans-4-amino-L-proline methyl ester

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Basic Information

Synonyms: trans-4-Amino-1-Boc-2-pyrrolidinecarboxylicacidmethylester (2S,4R)-1-tert-butyl2-methyl4-aminopyrrolidine-1,2-dicarboxylate 1-tert-butyl2-methyl(2R,4S)-4-aminopyrrolidine-1,2-dicarboxylate O1-tert-butylO2-methyl(2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate 1-tert-Butyl2-methyl(2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate N-Boc-trans-4-amino-L-prolinemethylester

Molecular Formula: C11H20N2O4

Molecular Weight: 244.29

MDL Number: MFCD01861782

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

N-Boc-trans-4-amino-L-proline methyl ester is a protected amino acid derivative featuring a proline scaffold with a Boc-protected amino group at the 4-position and a methyl ester. It is a chiral, non-natural amino acid building block. This compound is primarily used as a key intermediate in the synthesis of peptide-based drugs and peptidomimetics. Its rigid proline backbone and the functionalized 4-position are valuable for introducing conformational constraints and specific pharmacophores into target molecules, which is crucial in medicinal chemistry for modulating biological activity and metabolic stability. It finds application in the research and development of various therapeutic agents. As a versatile chiral synthon, it is also employed in organic synthesis for constructing complex heterocyclic systems. The Boc protecting group allows for selective deprotection under mild acidic conditions, facilitating further synthetic manipulations.

Physical Properties

Boiling Point: 320.687 °C at 760 mmHg

Flash Point: 147.746 °C

Density: 1.152 g/cm3