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CAS 29739-88-6

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N-p-Toluenesulphonyl-L-phenylalaninyl chloride

Description:
N-p-Toluenesulphonyl-L-phenylalaninyl chloride, with the CAS number 29739-88-6, is a chemical compound that belongs to the class of sulfonyl chlorides. It is characterized by the presence of a p-toluenesulfonyl group attached to the amino acid phenylalanine, which is further modified by the introduction of a chloride substituent. This compound is typically used in organic synthesis, particularly in peptide coupling reactions, due to its ability to activate carboxylic acids for amide bond formation. It is a white to off-white solid that is soluble in organic solvents such as dichloromethane and dimethylformamide. The presence of the sulfonyl chloride functional group makes it reactive, particularly towards nucleophiles, which can lead to the formation of various derivatives. Safety precautions should be taken when handling this compound, as it can be corrosive and may cause irritation to the skin and eyes. Proper storage in a cool, dry place away from moisture is recommended to maintain its stability.
Formula:C16H16ClNO3S
InChI:InChI=1/C16H16ClNO3S/c1-12-7-9-14(10-8-12)22(20,21)18-15(16(17)19)11-13-5-3-2-4-6-13/h2-10,15,18H,11H2,1H3/t15-/m0/s1
SMILES:Cc1ccc(cc1)S(=O)(=O)N[C@@H](Cc1ccccc1)C(=O)Cl
Synonyms:
  • Tos-Phe-Cl~N-p-Tosyl-L-phenylalaninyl chloride
  • N-(p-Toluenesulfonyl)-L-phenylalanyl chloride
  • N-[(4-methylphenyl)sulfonyl]-L-phenylalanyl chloride
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