(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[(3-nitropyridin-2-yl)disulfanyl]propanoic acid

• ChemBase ID: 152721
• Molecular Formular: C13H17N3O6S2
• Molecular Mass: 375.42058
• Monoisotopic Mass: 375.05587728
• SMILES: CC(C)(C)OC(=O)N[C@@H](CSSc1c(cccn1)[N+](=O)[O-])C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)CSSc1ncccc1[N+](=O)[O-]
• InChI: InChI=1S/C13H17N3O6S2/c1-13(2,3)22-12(19)15-8(11(17)18)7-23-24-10-9(16(20)21)5-4-6-14-10/h4-6,8H,7H2,1-3H3,(H,15,19)(H,17,18)/t8-/m0/s1
• InChIKey: OVTLOLNDKQUMRH-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-[(3-nitropyridin-2-yl)disulfanyl]propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-[(3-nitropyridin-2-yl)disulfanyl]propanoic acid
• Synonyms: Nα-Boc-S-(3-nitro-2-pyridylthio)-L-cysteine; Boc-Cys(Npys)-OH; Nα-Boc-S-(3-硝基-2-吡啶基硫)-L-半胱氨酸

Database IDs

• CAS Number: 76880-29-0
• MDL Number: MFCD00153301
• Beilstein Number: 3569570
• PubChem SID: 162246864; 24849541
• PubChem CID: 131299

CALCULATED PROPERTIES

• Acid pKa: 2.829758
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.20576085
• LogD (pH = 7.4): -1.0823569
• Log P: 2.409297
• Molar Refractivity: 89.0203 cm^3
• Polarizability: 34.81454 Å^3
• Polar Surface Area: 134.34 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~160 °C (dec.)
• Optical Rotation: [α]20/D -94±5°, c = 1% in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C13H17N3O6S2

DETAILS

Sigma Aldrich - 15554

Packaging
500 mg in poly tube