(R)-(+)-3-(Boc-Amino)pyrrolidine, CAS No. 122536-77-0

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122536-77-0

Catalog No. EBD2219010

CAS 122536-77-0

Name (R)-(+)-3-(Boc-Amino)pyrrolidine

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Basic Information

Synonyms: (R)-3-boc-aminopyrrolidine (R)-(+)-3-(Boc-Amino)pyrrolidine (R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine (R)-3-(Boc-amino)pyrrolidine tert-butylN-[(3R)-pyrrolidin-3-yl]carbamate (R)-Pyrrolidin-3-yl-CarbamicacidTert-butylester (R)-tert-butyl-pyrrolidine-3-ylcarbamate Tert-butyl(R)-Pyrrolidin-3-YLcarbamate Tert-butyl(R)-3-Pyrrolidinylcarbamate N-(3R)-(+)-3-T-butoxycarbonyl-aminopyrrolidine Pyrrolidin-3-YL-CARBAMICACIDTert-butyltert,(R) (R)-3-tert-butoxycarbonylaminopyrrolidine (R)-3-(TBOC-AMINO)pyrrolidine Tert-butyl(3R)-pyrrolidin-3-ylcarbamate (3R)-(+)-3-Tert-butoxycarbonylaminopyrrolidine (3R)-(+)-3-(Tert-Butoxycarbonylamino)pyrrolidine

Molecular Formula: C9H18N2O2

Molecular Weight: 186.25

MDL Number: MFCD00143191

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

Product Description:

(R)-3-((tert-Butoxycarbonyl)amino)pyrrolidine is a chiral pyrrolidine derivative featuring a Boc-protected amino group at the 3-position. It is a white to off-white crystalline powder with a molecular formula of C9H18N2O2. This compound serves as a crucial chiral building block in organic synthesis, particularly in the pharmaceutical industry. Its primary application is as a key intermediate in the synthesis of various active pharmaceutical ingredients (APIs). The chiral pyrrolidine scaffold is a privileged structure found in numerous drugs, especially those targeting the central nervous system (CNS) and acting as enzyme inhibitors. For instance, it is a vital precursor in the synthesis of potent and selective dipeptidyl peptidase-4 (DPP-4) inhibitors, such as Saxagliptin, used for the treatment of type 2 diabetes. The Boc-protected amine allows for selective deprotection and further functionalization under mild conditions. As a versatile synthon, it is widely employed in medicinal chemistry for constructing complex molecules. Its utility extends to the synthesis of other drug candidates, including protease inhibitors and kinase inhibitors. The compound is commercially available from major chemical suppliers for research and development purposes.

Physical Properties

Melting Point: 50 °C

Boiling Point: 286.4 °C at 760mmHg

Flash Point: 127 °C

Density: 1.04 g/cm3

Solubility: soluble in water

Refractivity: 20 ° (C=1, EtOH)

Analytical Data

Appearance: White or cream-colored powder