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(R)-2-((1-(((9H-Fluoren-9-yl)methoxy)carbonyl)pyrrolidin-2-yl)methoxy)acetic acid

  • CAS No. 1335206-44-4

  • Cat. No. CS-0052404
  • Purity≥97%
  • MDL No.None

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

(R)-2-((1-(((9H-Fluoren-9-yl)methoxy)carbonyl)pyrrolidin-2-yl)methoxy)acetic acid|CS-0052404

Structure of 1335206-44-4

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General Information

  • CAS No. 1335206-44-4
  • Cat. No. CS-0052404
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₃NO₅
  • Molecular Weight 381.42
  • Synonym(s) N-Fmoc-(R)-2-(pyrrolidin-2-ylmethoxy)acetic acid
  • SMILES OC(=O)COC[C@H]1CCCN1C(=O)OCC1C2=C(C=CC=C2)C2=C1C=CC=C2

Description

(R)-2-((1-(((9H-Fluoren-9-yl)methoxy)carbonyl)pyrrolidin-2-yl)methoxy)acetic acid features a chiral acetic acid scaffold flanked by a fluorenylmethyl carbamate protecting group and a pyrrolidine-linked methoxy moiety. This configuration enables stable incorporation into peptide synthesis workflows, where the fluorenylmethyl (Fmoc) group facilitates orthogonal deprotection under mild basic conditions. The stereogenic center ensures enantioselective coupling, while the pendant ether linkage enhances solubility in organic solvents.

Application

(R)-2-((1-(((9H-Fluoren-9-yl)methoxy)carbonyl)pyrrolidin-2-yl)methoxy)acetic acid serves as a chiral building block for peptide synthesis, leveraging the orthogonal stability of the Fmoc-pyrrolidinyl moiety. Its methoxyacetyl side chain enables selective functionalization and facilitates downstream derivatization in solid-phase workflows. The molecule exhibits excellent bench stability, ease of purification, and compatibility with standard coupling conditions, making it well-suited for iterative synthesis of complex peptide architectures.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   76.07
  • LogP   3.5011
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   6

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