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CAS 197632-77-2

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N-Fmoc-N-Methyl-O-tert-butyl-L-serine

Description:
N-Fmoc-N-Methyl-O-tert-butyl-L-serine is a protected amino acid derivative commonly used in peptide synthesis and medicinal chemistry. It features a phenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized for the selective protection of the amino group in amino acids. The presence of the N-methyl group enhances its lipophilicity and can influence the steric properties of the molecule. The O-tert-butyl group serves to protect the hydroxyl group of the serine residue, providing stability during synthetic procedures. This compound is typically white to off-white in appearance and is soluble in organic solvents such as dichloromethane and dimethyl sulfoxide, but less soluble in water. Its structure allows for the introduction of serine into peptides while maintaining the integrity of the functional groups, making it valuable in the development of biologically active compounds. Additionally, the compound's stability and reactivity can be influenced by the conditions under which it is handled, including temperature and pH.
Formula:C23H27NO5
InChI:InChI=1/C23H27NO5/c1-23(2,3)29-14-20(21(25)26)24(4)22(27)28-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,19-20H,13-14H2,1-4H3,(H,25,26)/t20-/m0/s1
SMILES:CC(C)(C)OC[C@@H](C(=O)O)N(C)C(=O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • N-Alpha-(9-Fluorenylmethyloxycarbonyl)-N-Alpha-Methyl-O-T-Butyl-L-Serine
  • N-Alpha-(9-Fluorenylmethyloxycarbonyl)-N-Alpha-Methyl-O-Tert-Butyl-L-Serine
  • N-Alpha-(9-Fluorenylmethoxycarbonyl)-N-Alpha-Methyl-O-T-Butyl-L-Serine
  • Fmoc-N-Alpha-Methyl-O-T-Butyl-L-Serine
  • Fmoc-Meser(Tbu)-Oh
  • Fmoc-N-Methyl-O-T-Butyl-L-Serine
  • Fmoc-N-Me-Serine(Tbu)-Oh
  • Fmoc-N-Me-Ser(Tbu)-Oh
  • O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-serine
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