CAS 109434-23-3

S-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine 2,3,4,5,6-pentafluorophenyl ester

Description:

S-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine 2,3,4,5,6-pentafluorophenyl ester, with CAS number 109434-23-3, is a synthetic compound primarily used in peptide synthesis and biochemistry. This molecule features a cysteine residue modified with a tert-butyl protecting group and a fluorenylmethoxycarbonyl (Fmoc) group, which are commonly employed to protect amino acids during chemical reactions. The presence of the pentafluorophenyl ester moiety enhances its reactivity and solubility in organic solvents, making it suitable for various coupling reactions. The compound is characterized by its stability under standard laboratory conditions, although it may be sensitive to moisture and light, necessitating careful handling and storage. Its unique structure allows for selective reactions, particularly in the formation of peptide bonds, and it is often utilized in the synthesis of complex peptides and proteins in research and pharmaceutical applications. Overall, this compound exemplifies the intricate design of chemical entities used in advanced organic synthesis.

Formula: C₂₈H₂₄F₅NO₄S

InChI: InChI=1S/C28H24F5NO4S/c1-28(2,3)39-13-19(26(35)38-25-23(32)21(30)20(29)22(31)24(25)33)34-27(36)37-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,34,36)/t19-/m0/s1

InChI key: InChIKey=LUQZWMUIWPEDOT-IBGZPJMESA-N

SMILES: C(OC(N[C@H](C(OC1=C(F)C(F)=C(F)C(F)=C1F)=O)CSC(C)(C)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• (2,3,4,5,6-Pentafluorophenyl) (2R)-3-tert-butylsulfanyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoate
• <span class="text-smallcaps">L</span>-Cysteine, S-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester
• <span class="text-smallcaps">L</span>-Cysteine, S-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester
• Fmoc-Cys(But)-OPfp
• Fmoc-Cys(tBu)-OPfp
• S-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-cysteine 2,3,4,5,6-pentafluorophenyl ester
• S-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine 2,3,4,5,6-pentafluorophenyl ester
• L-Cysteine, S-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester
• L-Cysteine, S-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester

Fmoc-S-tert-butyl-L-cysteine pentafluorophenyl ester

CAS: 109434-23-3

Molecular weight: 565.54

Ref: 7W-GM3947