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1-(Pyridin-3-yl)ethanone

  • CAS No. 350-03-8

  • Cat. No. CS-W008604
  • Purity≥98%
  • MDL No.MFCD00006396

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

1-(Pyridin-3-yl)ethanone|CS-W008604

Structure of 350-03-8

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General Information

  • CAS No. 350-03-8
  • Cat. No. CS-W008604
  • Purity ≥98%
  • MDL No. MFCD00006396
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO
  • Molecular Weight 121.14
  • Synonym(s) 3-Pyridyl methyl ketone; Methyl 3-pyridyl ketone
  • SMILES CC(C1=CC=CN=C1)=O

Description

An excellent derivative for the introduction of Arg in Fmoc SPPS. The Pmc group is removed by TFA in 1-3 hours [1,2,3]. For discussions on the side-reactions associated with the use of sulfonyl-based arginine protection, see [4,5,6,7,8,9,10,11]. In the synthesis of peptides containing both Arg and Trp, it is recommended that this derivative is used in conjunction with Fmoc-Trp(Boc)-OH (852050) [5,6,11]. Associated Protocols and Technical Articles Cleavage and Deprotection Protocols for Fmoc SPPSLiterature references[1] R. Ramage, et al. (1987) Tetrahedron Lett., 28, 2287. [2] J. Green, et al. (1988) Tetrahedron Lett., 29, 4341. [3] R. Ramage, et al. (1991) Tetrahedron Lett., 47, 6353. [4] P. Sieber (1987) Tetrahedron Lett., 28, 1637. [5] C. G. Fields, et al. (1993) Tetrahedron Lett., 34, 6661. [6] H. Choi, et al. (1993) Int. J. Peptide Protein Res., 42, 58. [7] A. Stierandova, et al. (1994) Int. J. Peptide Protein Res., 43, 31. [8] P. M. Fischer, et al. (1992) Int. J. Peptide Protein Res., 40, 19. [9] S. A. G. Beck, et al. (1991) Int. J. Peptide Protein Res., 38, 25. [10] E. Jaeger, et al. (1993) Biol. Chem. Hoppe-Seyler, 374, 349. [11] P. White in Peptides, Chemistry & Biology, Proc. 12th American Peptide Symposium, J. A. Smith & J. E. Rivier (Eds), ESCOM, Leiden, 1992, pp. 537.

Application

1-(Pyridin-3-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine ring and facilitating C–C bond formation via enolate chemistry. Its stability under standard reaction conditions and compatibility with common protecting groups make it suitable for multi-step synthesis of heterocyclic scaffolds and API intermediates.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H401
Precautionary Statements : P264-P270-P273-P280-P302+P352-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.2842
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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