(R)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxylic acid, CAS No. 72925-16-7

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72925-16-7

Catalog No. EBD2156804

CAS 72925-16-7

Name (R)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxylic acid

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Basic Information

Synonyms: (R)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxylicacid (R)-1-Boc-pyrrolidine-3-carboxylicacid (S)-1-N-BOC-BETA-PROLINE (3R)-1-(tertbutoxycarbonyl)pyrrolidine-3-carboxylicacid (R)-1-tert-Butoxycarbonyl-pyrrolidine-3-carboxylicacid (R)-n-Boc-pyrrolidine-3-carboxylicacid (R)-1-N-Boc-beta-proline

Molecular Formula: C10H17NO4

Molecular Weight: 215.25

MDL Number: MFCD03094727

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

Product Description:

(R)-1-Boc-3-carboxypyrrolidine is a chiral, non-natural amino acid derivative featuring a pyrrolidine ring core. It is a white to off-white crystalline powder with a molecular formula of C10H17NO4. The molecule contains two key functional groups: a carboxylic acid group and a tert-butoxycarbonyl (Boc)-protected secondary amine, making it a versatile chiral building block. This compound is primarily employed as a key chiral intermediate in the pharmaceutical industry for the synthesis of various active pharmaceutical ingredients (APIs). Its rigid pyrrolidine scaffold and defined stereochemistry are crucial for constructing drug candidates targeting the central nervous system (CNS), such as inhibitors of dipeptidyl peptidase-4 (DPP-4) for type 2 diabetes treatment (e.g., Saxagliptin analogs) and other enzyme inhibitors. The Boc group serves as a standard protecting group for amines during multi-step synthetic sequences. As a bifunctional synthon, it is widely used in peptide mimetics and medicinal chemistry research to introduce constrained, chiral elements into molecular structures. It is commercially available from major chemical suppliers for research and development purposes. Standard laboratory safety precautions should be observed when handling this chemical.

Physical Properties

Melting Point: 138-143 °C

Boiling Point: 337.2 °C at 760 mmHg

Flash Point: 157.7 °C

Density: 1.201 g/cm3

Storage: 2-8°C

Safety Information

Packing Level: III

Hazard Category: 9

Transport Codes: 3077