(R)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid, CAS No. 166170-15-6

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166170-15-6

Catalog No. EBD2209847

CAS 166170-15-6

Name (R)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid

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Basic Information

Synonyms: (r)-n-boc-2-methylproline 1-(tert-butoxycarbonyl)-2-methyl-d-proline(saltdata:free) 1,2-pyrrolidinedicarboxylicacid,2-methyl-,1-(1,1-dimethylethyl)ester,(2r)- (2r)-2-methyl-1,2-pyrrolidinedicarboxylicacid1-(1,1-dimethylethyl)ester 1-boc-2-methyl-d-proline (r)-1-boc-2-methyl-proline boc-α-me-d-pro-oh (R)-1-(tert-Butoxycarbonyl)-2-methylpyrrolidine-2-carboxylicacid (2R)-1-[(tert-butoxy)carbonyl]-2-methylpyrrolidine-2-carboxylicacid

Molecular Formula: C11H19NO4

Molecular Weight: 229.27

MDL Number: MFCD06797554

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

Product Description:

1-tert-Butoxycarbonyl-(R)-2-methylpyrrolidine-2-carboxylic acid is a chiral, non-natural amino acid derivative featuring a pyrrolidine ring structure. The molecule contains both a tert-butoxycarbonyl (Boc) protecting group on the nitrogen and a carboxylic acid functional group, making it a versatile bifunctional building block. Its defined stereochemistry at the 2-position is crucial for applications in asymmetric synthesis. This compound is primarily employed as a key chiral intermediate in pharmaceutical research and development. Its pyrrolidine scaffold is a privileged structure found in numerous bioactive molecules and active pharmaceutical ingredients (APIs). The Boc-protected amine and free carboxylic acid allow for selective coupling reactions, facilitating its incorporation into more complex target molecules, particularly those targeting the central nervous system or serving as protease inhibitors. As a specialty chiral synthon, it is not a commodity chemical but is used in medicinal chemistry for constructing peptidomimetics and other pharmacologically relevant heterocycles. Its main value lies in providing stereochemical control during synthesis. Standard precautions for handling laboratory chemicals should be observed.

Physical Properties

Boiling Point: 337.762 °C at 760 mmHg

Flash Point: 158.073 °C

Density: 1.16g/cm3