CymitQuimica logo

CAS 67436-13-9

:

N(alpha)-fmoc-S-tert-butyl-L-cysteine

Description:
N(alpha)-Fmoc-S-tert-butyl-L-cysteine is a derivative of the amino acid cysteine, characterized by the presence of a fluorenylmethyloxycarbonyl (Fmoc) protecting group on the amino group and a tert-butyl group on the thiol side chain. This compound is typically used in peptide synthesis, particularly in solid-phase peptide synthesis, due to its ability to protect the amino and thiol functionalities during the coupling reactions. The Fmoc group allows for easy removal under basic conditions, facilitating the sequential addition of amino acids. The tert-butyl group enhances the stability of the thiol, making it less reactive and more suitable for various synthetic applications. N(alpha)-Fmoc-S-tert-butyl-L-cysteine is generally a white to off-white solid and is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its molecular structure contributes to its utility in the synthesis of peptides that require specific stereochemistry and functional group protection.
Formula:C22H25NO4S
InChI:InChI=1/C22H25NO4S/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
SMILES:CC(C)(C)SC[C@@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • N-fmoc-S-T-butyl-L-cysteine
  • Fmoc-Cys(tBu)-OH
  • Fmoc-Cys(But)-OH
  • S-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]cysteine
  • S-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-cysteine
  • S-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine
  • Fmoc-S-tert-butyl-L-cysteine
Sort by
Purity (%)
0
100
|
0
|
50
|
90
|
95
|
100
Found 6 products.