tert-butyl N-[(1E)-{[(tert-butoxy)carbonyl]imino}(1H-pyrazol-1-yl)(13C)methyl](15N)carbamate

• ChemBase ID: 162193
• Molecular Formular: C14H22N4O4
• Molecular Mass: 313.32835263
• Monoisotopic Mass: 313.16152983
• SMILES: c1cn(nc1)/[13C](=[15N]\C(=O)OC(C)(C)C)/[15NH]C(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)[15NH]/[13C](=[15N]/C(=O)OC(C)(C)C)/n1cccn1
• InChI: InChI=1S/C14H22N4O4/c1-13(2,3)21-11(19)16-10(18-9-7-8-15-18)17-12(20)22-14(4,5)6/h7-9H,1-6H3,(H,16,17,19,20)/i10+1,16+1,17+1
• InChIKey: QFNFDHNZVTWZED-YCJYUVRPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1E)-{[(tert-butoxy)carbonyl]imino}(1H-pyrazol-1-yl)(^1^3C)methyl](^1^5N)carbamate
• IUPAC Traditional name: tert-butyl N-[(1E)-[(tert-butoxycarbonyl)imino](pyrazol-1-yl)(^1^3C)methyl](^1^5N)carbamate
• Synonyms: N-[[[(1,1-Dimethylethoxy)carbonyl]amino]-1H-pyrazol-1-ylmethylene]carbamic Acid-13C,15N2 1,1-Dimethylethyl Ester; Di(tert-butoxycarbonyl)amidino]-1H-pyrazole-13C,15N2; N,N’-Bis(tert-butoxycarbonyl)-1-guanylpyrazole-13C,15N2; N,N’-Di-boc-1H-pyrazole-1-carboximidamide-13C,15N2; [[(tert-Butoxycarbonyl)imino](pyrazol-1-yl)methyl]carbamic Acid-13C,15N2 tert-Butyl Ester; N,N'-Bis-Boc-1-guanylpyrazole-13C,15N2

Database IDs

• PubChem SID: 162256328
• PubChem CID: 71314038

CALCULATED PROPERTIES

• Acid pKa: 9.314696
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.2054152
• LogD (pH = 7.4): 2.2008514
• Log P: 2.205503
• Molar Refractivity: 90.1546 cm^3
• Polarizability: 30.871492 Å^3
• Polar Surface Area: 94.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B414127

Labelled N,N'-Bis-Boc-1-guanylpyrazole. Used in the stereoselective synthesis of the bicyclic guanidine alkaloid (+)-monanchorin.

REFERENCES

• Swift, M., et al.: Org. Biomol. Chem., 4, 3889 (2006)
• Reid, C., et al.: Bioorg. Med. Chem. Lett., 18, 5399 (2006)