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CS-W001157 4
Total: USD 88.00

(R)-2-Amino-2-cyclopropylacetic acid

  • CAS No. 49607-01-4

  • Cat. No. CS-0054153
  • Molecule weight115.13
  • Purity≥97%
  • MDL No.None

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

(R)-2-Amino-2-cyclopropylacetic acid|CS-0054153

Structure of 49607-01-4

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General Information

  • CAS No. 49607-01-4
  • Cat. No. CS-0054153
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₂
  • Molecular Weight 115.13
  • Synonym(s) D-Cyclopropylglycine
  • SMILES O=C(O)[C@H](N)C1CC1

Description

(R)-2-Amino-2-cyclopropylacetic acid features a chiral cyclopropyl group that imparts distinct stereochemical control in peptide synthesis. This bench-stable derivative integrates readily into bioactive peptidomimetics, offering enhanced metabolic stability and targeted receptor engagement through its rigid, constrained backbone.

Application

(R)-2-Amino-2-cyclopropylacetic acid serves as a stereochemically defined building block for bioactive molecules, featuring a rigid cyclopropyl group that imparts conformational constraint. Its amino and carboxylic acid functionalities enable direct incorporation into peptidomimetics and neurotransmitter analogs via standard amide coupling and derivatization protocols. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for iterative synthesis in medicinal chemistry campaigns targeting CNS-active scaffolds.

Synthesis

  • Route1
    • null|null
      121703-92-2
    • ~0%
    • In-stock
      H-Cyclopropyl-Gly-OH|CS-W005759
      49606-99-7
    • In-stock
      (R)-2-Amino-2-cyclopropylacetic acid|CS-0054153
      49607-01-4
    • null|null
      121703-92-2
    • null|null
      121786-35-4

    References

    • Chenault, H. Keith; Dahmer, Juergen; Whitesides, George M. Journal of the American Chemical Society, 1989 , vol. 111, # 16 p. 6354 - 6364

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   -0.1917
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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