tert-butyl N-({[2-(phenyldisulfanyl)ethyl]carbamoyl}methoxy)carbamate

• ChemBase ID: 177208
• Molecular Formular: C15H22N2O4S2
• Molecular Mass: 358.47618
• Monoisotopic Mass: 358.10209919
• SMILES: c1ccc(cc1)SSCCNC(=O)CONC(=O)OC(C)(C)C
• Canonical SMILES: O=C(CONC(=O)OC(C)(C)C)NCCSSc1ccccc1
• InChI: InChI=1S/C15H22N2O4S2/c1-15(2,3)21-14(19)17-20-11-13(18)16-9-10-22-23-12-7-5-4-6-8-12/h4-8H,9-11H2,1-3H3,(H,16,18)(H,17,19)
• InChIKey: RIDSVLSVPSGPPD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-({[2-(phenyldisulfanyl)ethyl]carbamoyl}methoxy)carbamate
• IUPAC Traditional name: tert-butyl N-({[2-(phenyldisulfanyl)ethyl]carbamoyl}methoxy)carbamate
• Synonyms: Boc-Aoa-NH-(CH2)2-S-S-Pyr; N-[S-(2-Pyridylthioethyl)-t-Boc-aminooxyacetamide

Database IDs

• CAS Number: 887407-46-7
• PubChem SID: 164233118
• PubChem CID: 4641378

CALCULATED PROPERTIES

• Acid pKa: 9.481174
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4483676
• LogD (pH = 7.4): 2.4452307
• Log P: 2.448408
• Molar Refractivity: 91.8628 cm^3
• Polarizability: 36.878063 Å^3
• Polar Surface Area: 76.66 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil

DETAILS

Toronto Research Chemicals - P996425

A useful disulfide cleavable linking reagent.

REFERENCES

• Guillaumie, F., et al.: J. Carbohydrate Research, 338, 1951 (2003)