N'-[(2S,3S)-2-(benzyloxy)pentan-3-yl]carbohydrazide

• ChemBase ID: 168720
• Molecular Formular: C13H20N2O2
• Molecular Mass: 236.3101
• Monoisotopic Mass: 236.15247789
• SMILES: [C@H]([C@@H](NNC=O)CC)(OCc1ccccc1)C
• Canonical SMILES: CC[C@@H]([C@@H](OCc1ccccc1)C)NNC=O
• InChI: InChI=1S/C13H20N2O2/c1-3-13(15-14-10-16)11(2)17-9-12-7-5-4-6-8-12/h4-8,10-11,13,15H,3,9H2,1-2H3,(H,14,16)/t11-,13-/m0/s1
• InChIKey: LNEGZKZTVLXZFX-AAEUAGOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-[(2S,3S)-2-(benzyloxy)pentan-3-yl]carbohydrazide
• IUPAC Traditional name: N'-[(2S,3S)-2-(benzyloxy)pentan-3-yl]carbohydrazide
• Synonyms: [S-(R*,R*)]-2-[1-Ethyl-2-(phenylmethoxy)propyl]hydrazinecarboxaldehyde; 2-[(1S,2S)-1-Ethyl-2-(phenylmethoxy)propyl]hydrazinecarboxaldehyde

Database IDs

• CAS Number: 170985-85-0
• PubChem SID: 162262852
• PubChem CID: 10130911

CALCULATED PROPERTIES

• Acid pKa: 13.043899
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8739537
• LogD (pH = 7.4): 1.8812882
• Log P: 1.8813834
• Molar Refractivity: 77.8047 cm^3
• Polarizability: 26.539827 Å^3
• Polar Surface Area: 50.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E925465

Posaconazole intermediate. Antifungal agent.

REFERENCES

• Everett, N., et al.: Drugs, 4, 652 (2001)