303232
3-Nitro-2-pyridinesulfenyl chloride
95%
Synonym(s):
(3-Nitro-2-pyridyl)sulfenyl chloride, 2-(Chlorosulfanyl)-3-nitropyridine, 3-Nitropyridinyl-2-sulfenyl chloride, [(3-Nitropyridin-2-yl)sulfanyl]chlorane
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About This Item
Empirical Formula (Hill Notation):
C5H3ClN2O2S
CAS Number:
Molecular Weight:
190.61
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
95%
mp
205 °C (dec.) (lit.)
solubility
dichloromethane: soluble(lit.)
functional group
nitro
storage temp.
2-8°C
SMILES string
[O-][N+](=O)c1cccnc1SCl
InChI
1S/C5H3ClN2O2S/c6-11-5-4(8(9)10)2-1-3-7-5/h1-3H
InChI key
WTKQMHWYSBWUBE-UHFFFAOYSA-N
General description
The 3-nitro-2-pyridinesulphenyl (Npys) moiety is useful as a protecting-activating group for cysteine, particularly in the synthesis of cyclic and unsymmetrical disulfides. The stability of NpysCl was studied in various solvents.
Application
3-Nitro-2-pyridinesulfenyl chloride (NpysCl) was employed as the starting material for the synthesis of N-, O- and S-Npys-protected amino acid.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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R Matsueda et al.
Peptide research, 5(5), 262-264 (1992-09-01)
Two recent reports on the partial lability of the 3-nitro-2-pyridinesulfenyl (Npys) thiol protecting group towards 1-hydroxy-benzotriazole (HOBt) have prompted a rechecking of the chemical behavior of this group. Using both soluble and polymer-bound forms of Cys(Npys) as test materials, the
R G Simmonds et al.
International journal of peptide and protein research, 43(4), 363-366 (1994-04-01)
The 3-nitro-2-pyridinesulphenyl (Npys) moiety is finding increasing utility as a protecting-activating group for cysteine, particularly in the synthesis of cyclic and unsymmetrical disulfides using the Boc strategy. This chemistry has been extended to peptides assembled by the Fmoc strategy. N-Terminal
S Rajagopalan et al.
International journal of peptide and protein research, 45(2), 173-179 (1995-02-01)
TASPs (template-assembled synthetic peptides) are generated by the covalent attachment of linear peptides to a common peptide backbone, thus generating larger synthetic peptides/proteins with prefolded structure. In this work we present a strategy for the synthesis of a heterotemplate-assembled synthetic
O Rosen et al.
International journal of peptide and protein research, 35(6), 545-549 (1990-06-01)
The hydroxylic side-chain functional groups of serine, threonine, hydroxproline and tyrosine, the alpha and epsilon-amino moieties of lysine and the thiol group of cysteine were masked by the 3-nitro-2-pyridinesulfenyl (Npys) protecting group. Deprotection was mildly affected by thiolysis with either
K C Pugh et al.
International journal of peptide and protein research, 42(2), 159-164 (1993-08-01)
3-Nitro-2-pyridinesulfenyl chloride (NpysCl) is the starting material for the synthesis of N-, O- and S-Npys-protected amino acids. Two efficient, novel synthetic routes to NpysCl are described. The stability of NpysCl was determined in a variety of solvents, with and without
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