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(3S,4S)-tert-Butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate

  • CAS No. 1174020-51-9

  • Cat. No. CS-0058578
  • Molecule weight205.23
  • Purity≥97%
  • MDL No.MFCD18791200

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

(3S,4S)-tert-Butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate|CS-0058578

Structure of 1174020-51-9

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General Information

  • CAS No. 1174020-51-9
  • Cat. No. CS-0058578
  • Purity ≥97%
  • MDL No. MFCD18791200
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆FNO₃
  • Molecular Weight 205.23
  • Synonym(s) tert-butyl (3S,4S)-3-fluoro-4-hydroxypyrrolidine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N1C[C@H](F)[C@@H](O)C1

Description

This chiral pyrrolidine derivative features a fluorinated, hydroxylated scaffold with a tert-butyl carbamate protecting group. The stereochemistry at the 3- and 4-positions ensures high diastereoselectivity in downstream transformations. This bench-stable intermediate integrates readily into complex molecular architectures requiring precise spatial control.

Application

(3S,4S)-tert-Butyl 3-fluoro-4-hydroxypyrrolidine-1-carboxylate serves as a stereochemically defined building block for fluorinated pyrrolidine scaffolds. The tert-butyl carbamate group provides stability and facilitates purification, while the 3-fluoro and 4-hydroxy functionalities enable diverse downstream transformations. It functions effectively in nucleophilic substitution, coupling reactions, and cyclization protocols, offering reliable access to bioactive heterocycles relevant to medicinal chemistry.

Safety Information

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GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335-H411
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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