|
|
| | N-Tosyl-L-alanine Basic information |
| Product Name: | N-Tosyl-L-alanine | | Synonyms: | (2S)-2-[[(4-Methylphenyl)sulfonyl]aMino]propanoic Acid;N-(Toluene-4-sulfonyl)-L-alanine;(2S)-2-(4-methylbenzenesulfonamido)propanoic acid;(S)-2-(4-MethylphenylsulfonaMido)propanoic acid;N-[(4-Methylphenyl)sulfonyl]-L-alanine;L-Alanine,N-[(4-methylphenyl)sulfonyl]-;(2S)-2-[(4-methylphenyl)sulfonylamino]propanoicaci;N-Tosyl-L-Ala | | CAS: | 21957-58-4 | | MF: | C10H13NO4S | | MW: | 243.28 | | EINECS: | | | Product Categories: | Amino Acids & Derivatives | | Mol File: | 21957-58-4.mol |  |
| | N-Tosyl-L-alanine Chemical Properties |
| 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 | | pka | 3.45±0.10(Predicted) | | form | Solid | | color | White | | Optical Rotation | Consistent with structure | | InChI | 1S/C10H13NO4S/c1-7-3-5-9(6-4-7)16(14,15)11-8(2)10(12)13/h3-6,8,11H,1-2H3,(H,12,13)/t8-/m0/s1 | | InChIKey | LQXKHFZRJYXXFA-QMMMGPOBSA-N | | SMILES | C[C@H](NS(=O)(=O)c1ccc(C)cc1)C(O)=O |
| WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids |
| | N-Tosyl-L-alanine Usage And Synthesis |
| 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 |
| | N-Tosyl-L-alanine Preparation Products And Raw materials |
|