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CAS 205526-23-4

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Fmoc-D-3-Chlorophe

Description:
Fmoc-D-3-Chlorophenylalanine, identified by its CAS number 205526-23-4, is a derivative of the amino acid phenylalanine, modified with a fluorenylmethyloxycarbonyl (Fmoc) protecting group and a chlorine substituent at the meta position of the phenyl ring. This compound is primarily utilized in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a protective group for the amino functionality, allowing for selective deprotection and coupling reactions. The presence of the chlorine atom can influence the compound's reactivity and solubility, making it a valuable building block in the design of bioactive peptides. Fmoc-D-3-Chlorophenylalanine is typically characterized by its solid-state form, and it is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Its stability under standard laboratory conditions makes it a reliable choice for synthetic applications in medicinal chemistry and biochemistry. As with all chemical substances, proper handling and safety precautions should be observed when working with this compound.
Formula:C24H20ClNO4
InChI:InChI=1/C24H20ClNO4/c25-16-7-5-6-15(12-16)13-22(23(27)28)26-24(29)30-14-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m1/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@H](Cc1cccc(c1)Cl)C(=O)O)O
Synonyms:
  • Fmoc-D-3-Chlorophenylalanine
  • Fmoc-3-Chloro-D-Phe-OH
  • Fmoc-3-Chloro-D-Phenylalanine
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