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| | N-(p-Toluenesulfonyl)-L-phenylalanine Basic information |
| | N-(p-Toluenesulfonyl)-L-phenylalanine Chemical Properties |
| Melting point | 165 °C | | Boiling point | 517.7±60.0 °C(Predicted) | | density | 1.303±0.06 g/cm3(Predicted) | | refractive index | -2.8 ° (C=4.5, Acetone) | | storage temp. | Sealed in dry,Room Temperature | | solubility | almost transparency in hot EtOH | | form | powder to crystal | | pka | 3.31±0.10(Predicted) | | color | White to Light yellow | | InChI | InChI=1S/C16H17NO4S/c1-12-7-9-14(10-8-12)22(20,21)17-15(16(18)19)11-13-5-3-2-4-6-13/h2-10,15,17H,11H2,1H3,(H,18,19)/t15-/m0/s1 | | InChIKey | CGRCVIZBNRUWLY-HNNXBMFYSA-N | | SMILES | C(O)(=O)[C@H](CC1=CC=CC=C1)NS(C1=CC=C(C)C=C1)(=O)=O | | CAS DataBase Reference | 13505-32-3(CAS DataBase Reference) |
| Safety Statements | 24/25 | | HazardClass | IRRITANT | | HS Code | 29224999 |
| | N-(p-Toluenesulfonyl)-L-phenylalanine Usage And Synthesis |
| Chemical Properties | White to off-white solid | | Synthesis | GENERAL STEPS: Sodium carbonate (Na2CO3, 1.590 g, 15 mmol) was added dropwise to an aqueous solution (15 mL) of L-phenylalanine (12.5 mmol) under continuous stirring conditions until complete dissolution. Subsequently, the reaction system was cooled to -5°C and p-toluenesulfonyl chloride (15 mmol) was slowly added in four portions over 1 hour. The reaction mixture was continued to be stirred at room temperature for 4 h, during which the progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent was methanol/dichloromethane, 1:9). Upon completion of the reaction, the mixture was acidified with 20% aqueous hydrochloric acid to pH 2. The precipitated solid was collected by diafiltration and washed with pH 2.2 buffer. Finally, the purified product (S)-2-(4-methylphenylsulfonamido)-3-phenylpropionic acid was placed in a desiccator and dried using fused silica gel as desiccant. | | References | [1] European Journal of Medicinal Chemistry, 2017, vol. 135, p. 349 - 369
[2] PLoS ONE, 2018, vol. 13, # 1,
[3] RSC Advances, 2015, vol. 5, # 24, p. 18751 - 18760
[4] European Journal of Organic Chemistry, 2005, # 5, p. 934 - 938
[5] Journal of Organic Chemistry, 2012, vol. 77, # 9, p. 4375 - 4384 |
| | N-(p-Toluenesulfonyl)-L-phenylalanine Preparation Products And Raw materials |
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