(4-nitrophenyl)methyl (2S,4S)-4-(acetylsulfanyl)-2-[bis(2H3)methylcarbamoyl]pyrrolidine-1-carboxylate

• ChemBase ID: 159493
• Molecular Formular: C17H21N3O6S
• Molecular Mass: 395.43014
• Monoisotopic Mass: 395.11510641
• SMILES: [C@H]1(CN([C@@H](C1)C(=O)N(C)C)C(=O)OCc1ccc(cc1)[N+](=O)[O-])SC(=O)C
• Canonical SMILES: CC(=O)S[C@@H]1CN([C@@H](C1)C(=O)N(C)C)C(=O)OCc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C17H21N3O6S/c1-11(21)27-14-8-15(16(22)18(2)3)19(9-14)17(23)26-10-12-4-6-13(7-5-12)20(24)25/h4-7,14-15H,8-10H2,1-3H3/t14-,15-/m0/s1
• InChIKey: SUQHNDGLACBBOE-GJZGRUSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-nitrophenyl)methyl (2S,4S)-4-(acetylsulfanyl)-2-[bis(^2H₃)methylcarbamoyl]pyrrolidine-1-carboxylate
• IUPAC Traditional name: (4-nitrophenyl)methyl (2S,4S)-4-(acetylsulfanyl)-2-[bis(^2H₃)methylcarbamoyl]pyrrolidine-1-carboxylate
• Synonyms: (2S-cis)-4-(Acetylthio)-2-[(dimethylamino)carbonyl]-1-pyrrolidinecarboxylic Acid (4-Nitrophenyl)methyl Ester-d6; (2S,4S)-4-(Acetylthio)-2-[(dimethylamino)carbonyl]-1-pyrrolidinecarboxylic Acid 4-Nitrobenzyl Ester-d6

Database IDs

• PubChem SID: 162253628
• PubChem CID: 71313007

CALCULATED PROPERTIES

• Acid pKa: 18.500786
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.1995065
• LogD (pH = 7.4): 1.1995065
• Log P: 1.1995065
• Molar Refractivity: 99.7472 cm^3
• Polarizability: 38.135994 Å^3
• Polar Surface Area: 112.74 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Brown Oil

DETAILS

Toronto Research Chemicals - A188717

Intermediate in the production of labelled Meropenem.