Identification | More | [Name]
N-(P-TOLUENESULFONYL)-L-PHENYLALANINE | [CAS]
13505-32-3 | [Synonyms]
Tos-Phe os-Phe-OH Tos-L-Phe TOS-PHE-OH Tos-L-Phe-OH TOS-PHENYLALANINE-OH TOSYL-L-PHENYLALANINE P-TOSYL-L-PHENYLALANINE N-TOSYL-L-PHENYLALANINE N-P-TOSYL-L-PHENYLALANINE N-tosyl-(S)-phenylalanine N-P-TOSYL-L-PHENYLALANINE 97% Tosyl-L-phenylalanine≥ 98% (HPLC) N-p-Toluenesulphonyl-L-phenylalanine N-(P-TOLUENESULFONYL)-L-PHENYLALANINE N-alpha-p-Toluolsulfonyl-L-phenylalanine N-[(4-Methylphenyl)sulfonyl]phenylalanine N-((4-Methylphenyl)sulfonyl)-L-phenylalanine L-Phenylalanine, N-((4-methylphenyl)sulfonyl)- N-(P-TOLUENESULFONYL)-L-PHENYLALANINE USP/EP/BP (S)-2-(4-MethylphenylsulfonaMido)-3-phenylpropanoic acid 2-[(4-methylphenyl)sulfonylamino]-3-phenyl-propionic acid (2S)-2-(4-methylbenzenesulfonamido)-3-phenylpropanoic acid 2-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid (2S)-2-[(4-methylphenyl)sulfonylamino]-3-phenylpropanoic acid N-(p-Toluenesulfonyl)-L-phenylalanine Factory supply N-(P-TOLUENESULFONYL)-L-PHENYLALANINE CAS 13505-32-3 high quality | [EINECS(EC#)]
1533716-785-6 | [Molecular Formula]
C16H17NO4S | [MDL Number]
MFCD00037251 | [Molecular Weight]
319.38 | [MOL File]
13505-32-3.mol |
Chemical Properties | Back Directory | [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. ]
Store at RT. | [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) |
Hazard Information | Back Directory | [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 |
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