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(R)-3-Fluoropyrrolidine-1-sulfonyl chloride

  • CAS No. 1411774-27-0

  • Cat. No. CS-0018645
  • Molecule weight187.62
  • Purity≥97%
  • MDL No.MFCD30533071

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

(R)-3-Fluoropyrrolidine-1-sulfonyl chloride|CS-0018645

Structure of 1411774-27-0

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General Information

  • CAS No. 1411774-27-0
  • Cat. No. CS-0018645
  • Purity ≥97%
  • MDL No. MFCD30533071
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇ClFNO₂S
  • Molecular Weight 187.62
  • Synonym(s) (3R)-3-Fluoropyrrolidine-1-sulfonylchloride
  • SMILES O=S(N1C[C@H](F)CC1)(Cl)=O

Description

(R)-3-Fluoropyrrolidine-1-sulfonyl chloride features a chiral sulfonyl chloride moiety that enables selective derivatization in asymmetric synthesis. The fluorinated pyrrolidine scaffold imparts enhanced metabolic stability and modulates electronic properties, making it valuable for medicinal chemistry applications requiring precise stereocontrol and improved pharmacokinetic profiles.

Application

(R)-3-Fluoropyrrolidine-1-sulfonyl chloride serves as a versatile chiral building block for the synthesis of fluorinated sulfonamide-containing compounds. Its sulfonyl chloride functionality enables efficient coupling with amines and alcohols under mild conditions, facilitating the construction of bioactive scaffolds. The chiral pyrrolidine core provides stereochemical control in medicinal chemistry applications, while the fluorine substituent enhances metabolic stability and membrane permeability. Bench-stable and readily purified by distillation or recrystallization, it functions as a key intermediate in the development of targeted therapeutics and functionalized heterocycles.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   0.5138
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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