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CAS 5068-28-0

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N-tert-Butoxycarbonyl-S-benzyl-L-cysteine

Description:
N-tert-Butoxycarbonyl-S-benzyl-L-cysteine, also known by its CAS number 5068-28-0, is a derivative of the amino acid cysteine, which is characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group and a benzyl group attached to the sulfur atom. This compound is typically used in peptide synthesis and as a building block in organic chemistry due to its ability to protect the thiol group of cysteine, thus preventing unwanted reactions during synthesis. The presence of the benzyl group enhances its hydrophobic properties, making it useful in various biochemical applications. N-tert-Butoxycarbonyl-S-benzyl-L-cysteine is generally stable under standard laboratory conditions but may require careful handling due to the reactivity of the thiol group when unprotected. Its solubility is influenced by the solvent used, with polar solvents often facilitating better dissolution. Overall, this compound serves as an important intermediate in the synthesis of more complex molecules in medicinal chemistry and biochemistry.
Formula:C15H21NO4S
InChI:InChI=1S/C15H21NO4S/c1-15(2,3)20-14(19)16-12(13(17)18)10-21-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/t12-/m0/s1
InChI key:InChIKey=IFVORPLRHYROAA-LBPRGKRZSA-N
SMILES:C(SC[C@H](NC(OC(C)(C)C)=O)C(O)=O)C1=CC=CC=C1
Synonyms:
  • (2R)-3-(benzylsulfanyl)-2-[(tert-butoxycarbonyl)amino]propanoate
  • (2R)-3-Benzylsulfanyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
  • (R)-3-(Benzylthio)-2-((tert-butoxycarbonyl)amino)propanoic acid
  • <span class="text-smallcaps">L</span>-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-(phenylmethyl)-
  • Alanine, 3-(benzylthio)-N-carboxy-, N-tert-butyl ester
  • Alanine, 3-(benzylthio)-N-carboxy-, N-tert-butyl ester, <span class="text-smallcaps">L</span>-
  • Boc-Cys(Bzl)-OH
  • N-[(1,1-Dimethylethoxy)carbonyl]-S-(phenylmethyl)-<span class="text-smallcaps">L</span>-cysteine
  • N-tert-Butoxycarbonyl-S-benzyl-<span class="text-smallcaps">L</span>-cysteine
  • N-tert-Butoxycarbonyl-S-benzylcysteine
  • See more synonyms
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