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(3R,4R)-tert-Butyl 3-amino-4-fluoropyrrolidine-1-carboxylate

  • CAS No. 1441392-27-3

  • Cat. No. CS-0058596
  • Molecule weight204.24
  • Purity≥97%
  • MDL No.MFCD27918516

*For research and further manufacturing use only, not for direct human use.

(3R,4R)-tert-Butyl 3-amino-4-fluoropyrrolidine-1-carboxylate|CS-0058596

Structure of 1441392-27-3

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General Information

  • CAS No. 1441392-27-3
  • Cat. No. CS-0058596
  • Purity ≥97%
  • MDL No. MFCD27918516
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇FN₂O₂
  • Molecular Weight 204.24
  • Synonym(s) tert-butyl (3R,4R)-3-amino-4-fluoropyrrolidine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N1C[C@@H](F)[C@H](N)C1

Description

This chiral pyrrolidine derivative features a tert-butyl carbamate-protected amine and a fluorine atom at the 4-position, enabling selective incorporation into bioactive molecules. The (3R,4R) stereochemistry ensures high enantioselectivity in downstream transformations, making it ideal for medicinal chemistry applications requiring precise spatial control.

Application

(3R,4R)-tert-Butyl 3-amino-4-fluoropyrrolidine-1-carboxylate serves as a stereocontrolled building block for fluorinated pyrrolidine scaffolds prevalent in medicinal chemistry. The protected amine and fluorinated C4 position enable selective functionalization, while the tert-butyl carbamate group offers stability and ease of removal under mild acidic conditions. Its defined stereochemistry supports reproducible synthesis of bioactive molecules, facilitating downstream derivatization in peptide mimetics and kinase inhibitor development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   55.56
  • LogP   0.9025
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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