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13505-32-3

13505-32-3 Structure

13505-32-3 Structure
IdentificationMore
[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 PropertiesBack 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)
Safety DataBack Directory
[Safety Statements ]

24/25
[HazardClass ]

IRRITANT
[HS Code ]

29224999
Hazard InformationBack Directory
[Chemical Properties]

White to off-white solid
[Synthesis]

L-Phenylalanine

63-91-2

Tosyl chloride

98-59-9

N-(P-TOLUENESULFONYL)-L-PHENYLALANINE

13505-32-3

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
Spectrum DetailBack Directory
[Spectrum Detail]

N-(P-TOLUENESULFONYL)-L-PHENYLALANINE(13505-32-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

N-(p-Toluenesulfonyl)-L-phenylalanine,>98.0%(T)(13505-32-3)
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