​[5-​[(3aS,​4S,​6aR)​-​Hexahydro-​2-​oxo-​1H-​thieno[3,​4-​d]​imidazol-​4-​yl]​-​1-​oxopentyl]​-​3-​(2-​pyridinyldithio)​-L-alanine

CAS: 291770-37-1

Ref. TR-H291770

Product Information

• Name: ​[5-​[(3aS,​4S,​6aR)​-​Hexahydro-​2-​oxo-​1H-​thieno[3,​4-​d]​imidazol-​4-​yl]​-​1-​oxopentyl]​-​3-​(2-​pyridinyldithio)​-L-alanine
• Synonyms: (2R)-2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-(pyridin-2-yldisulfanyl)propanoic acid
• Brand: TRC
• Description: Applications ​[5-​[(3aS,​4S,​6aR)​-​Hexahydro-​2-​oxo-​1H-​thieno[3,​4-​d]​imidazol-​4-​yl]​-​1-​oxopentyl]​-​3-​(2-​pyridinyldithio)​-L-alanine is an intermediate in the synthesis of Biotinyl Pyridinyldithio N-Hydroxysuccinimide Alanine Ester (B397300), which is an antimicrobial bisulfide prodrug.References Ponpipom, et al.: J. Med. Chem., 24, 1388 (1981), Hausch, F., et al.: Bioconjug. Chem., 8, 885 (1997), Seelig, B., et al.: Chem. Biol., 6, 167 (1999),

Chemical properties

• Molecular weight: 456.6
• Formula: C₁₈H₂₄N₄O₄S₃
• Color/Form: Neat
• InChI: InChI=1S/C18H24N4O4S3/c23-14(6-2-1-5-13-16-11(9-27-13)21-18(26)22-16)20-12(17(24)25)10-28-29-15-7-3-4-8-19-15/h3-4,7-8,11-13,16H,1-2,5-6,9-10H2,(H,20,23)(H,24,25)(H2,21,22,26)/t11-,12-,13-,16-/m0/s1
• InChI key: InChIKey=WQIAGKBZIVWRMA-QCQGSNGOSA-N
• SMILES: O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)N[C@@H](CSSc1ccccn1)C(=O)O