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tert-Butyl cis-3-fluoro-4-hydroxypyrrolidine-1-carboxylate

  • CAS No. 2055223-76-0

  • Cat. No. CS-0058570
  • Molecule weight205.23
  • Purity≥97%
  • MDL No.None

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

tert-Butyl cis-3-fluoro-4-hydroxypyrrolidine-1-carboxylate|CS-0058570

Structure of 2055223-76-0

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General Information

  • CAS No. 2055223-76-0
  • Cat. No. CS-0058570
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆FNO₃
  • Molecular Weight 205.23
  • Synonym(s) cis-3-Fluoro-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
  • SMILES CC(C)(C)OC(N1C[C@H](F)[C@H](O)C1)=O

Description

tert-Butyl cis-3-fluoro-4-hydroxypyrrolidine-1-carboxylate features a stereochemically defined pyrrolidine core with fluorine and hydroxyl substituents in close spatial proximity. This configuration enables precise control over conformational dynamics in synthetic applications, particularly in the construction of bioactive heterocycles. The tert-butyl carbamate group provides stability and ease of manipulation under standard conditions.

Application

tert-Butyl cis-3-fluoro-4-hydroxypyrrolidine-1-carboxylate serves as a versatile, bench-stable building block for the synthesis of fluorinated pyrrolidine scaffolds. The cis-configured hydroxyl and fluoro groups enable stereocontrolled functionalization, while the tert-butoxycarbonyl (Boc) group provides orthogonal protection for nitrogen. It facilitates efficient transformations in medicinal chemistry workflows, including selective derivatization and coupling reactions, with excellent compatibility across standard synthetic protocols.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   0.9361
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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