| Identification | Back Directory | [Name]
N-Tosyl-L-alanine | [CAS]
21957-58-4 | [Synonyms]
N-Tosyl-L-Ala
N-Tosyl-L-alanine USP/EP/BP
N-(Toluene-4-sulfonyl)-L-alanine
N-[(4-Methylphenyl)sulfonyl]-L-alanine
L-Alanine,N-[(4-methylphenyl)sulfonyl]-
(S)-2-(4-MethylphenylsulfonaMido)propanoic acid
(2S)-2-(4-methylbenzenesulfonamido)propanoic acid
(2S)-2-[(4-methylphenyl)sulfonylamino]propanoicaci
(2S)-2-[[(4-Methylphenyl)sulfonyl]aMino]propanoic Acid | [Molecular Formula]
C10H13NO4S | [MDL Number]
MFCD02259513 | [MOL File]
21957-58-4.mol | [Molecular Weight]
243.28 |
| Chemical Properties | Back Directory | [Melting point ]
138-139℃ | [Boiling point ]
428.9±55.0 °C(Predicted) | [density ]
1.319 | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Chloroform, Methanol | [form ]
Solid | [pka]
3.45±0.10(Predicted) | [color ]
White | [Optical Rotation]
Consistent with structure |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
N-Tosyl-L-alanine (cas# 21957-58-4) is a compound useful in organic synthesis. | [reaction suitability]
reaction type: C-H Activation
reagent type: ligand
reaction type: Peptide Synthesis | [Synthesis]
GENERAL STEPS: The synthesis was carried out using the N-toluene sulfonylation method reported in the literature. In a round-bottomed flask, 2.4 equivalents of Na2CO3 was dissolved in water at 70 °C (concentration 0.66 mol/L). Subsequently, 1.0 equiv. of L-alanine was added, followed by the slow addition of 1.4 equiv. of p-toluenesulfonyl chloride. The resulting suspension was stirred and reacted at 70 °C for 40 min, followed by warming to 85 °C and continued stirring for 5 min. Upon completion of the reaction, the reaction mixture was filtered directly and the solids were washed with hot water at 85°C. The filtrate was cooled to room temperature and acidified with 6 M aqueous HCl to pH=1. The precipitated solid product was collected by filtration and dried under vacuum. The resulting 2-(4-methylphenylsulfonamido)propionic acid was used for subsequent experiments without further purification. | [References]
[1] RSC Advances, 2015, vol. 5, # 24, p. 18751 - 18760
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 29, p. 4006 - 4012
[3] Organic and Biomolecular Chemistry, 2013, vol. 11, # 21, p. 3451 - 3460
[4] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2000, vol. 55, # 2, p. 203 - 207
[5] Journal of Organic Chemistry, 2003, vol. 68, # 17, p. 6632 - 6638 |
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| Company Name: |
JSK Chemicals
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| Tel: |
+919879767970 |
| Website: |
www.jskchemicals.com |
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