3,11-bis(benzyloxy)-10-methoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphen-4-ol

• ChemBase ID: 166888
• Molecular Formular: C32H31NO4
• Molecular Mass: 493.59284
• Monoisotopic Mass: 493.22530848
• SMILES: c1c(c(c2c(c1)CC1N(C2)CCc2c1cc(c(c2)OC)OCc1ccccc1)O)OCc1ccccc1
• Canonical SMILES: COc1cc2CCN3C(c2cc1OCc1ccccc1)Cc1c(C3)c(O)c(cc1)OCc1ccccc1
• InChI: InChI=1S/C32H31NO4/c1-35-30-17-25-14-15-33-19-27-24(12-13-29(32(27)34)36-20-22-8-4-2-5-9-22)16-28(33)26(25)18-31(30)37-21-23-10-6-3-7-11-23/h2-13,17-18,28,34H,14-16,19-21H2,1H3
• InChIKey: WGDSNYMMIOETRZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,11-bis(benzyloxy)-10-methoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphen-4-ol
• IUPAC Traditional name: 3,11-bis(benzyloxy)-10-methoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphen-4-ol
• Synonyms: 5,8,13,13a-tetrahydro-3-methoxy-2,10-bis(phenylmethoxy)-6H-dibenzo[a,g]quinolizin-9-ol; 2,10-Dibenzyloxy-9-hydroxy-3-methoxyberbine; Dibenzyl 9-Desmethyl D,L-Stepholidine

Database IDs

• CAS Number: 62744-16-5
• PubChem SID: 162261021
• PubChem CID: 46781231

CALCULATED PROPERTIES

• Acid pKa: 9.199389
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 5.463597
• LogD (pH = 7.4): 6.3977776
• Log P: 6.451027
• Molar Refractivity: 146.0984 cm^3
• Polarizability: 56.395237 Å^3
• Polar Surface Area: 51.16 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Red Solid

DETAILS

Toronto Research Chemicals - D417340

Intermediate for the synthesis of D,L-Stepholidine.

REFERENCES

• Chiang, H., et al.: J. Org. Chem., 42, 3190 (1977).