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Structure of 350-03-8
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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.
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.
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GHS Pictogram :
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GHS No : GHS06
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Signal Word : Danger
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UN#: 2810
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Class : 6.1
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Packing Group : Ⅲ
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Hazard Statements : H301-H315-H401
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Precautionary Statements : P264-P270-P273-P280-P302+P352-P330-P362+P364-P405-P501
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Lot numbers can be found on the outside label of a product: