3,11-bis(benzyloxy)-4,10-dimethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene

• ChemBase ID: 166926
• Molecular Formular: C33H33NO4
• Molecular Mass: 507.61942
• Monoisotopic Mass: 507.24095854
• SMILES: c1c(c(c2c(c1)CC1N(C2)CCc2c1cc(c(c2)OC)OCc1ccccc1)OC)OCc1ccccc1
• Canonical SMILES: COc1c(OCc2ccccc2)ccc2c1CN1CCc3c(C1C2)cc(c(c3)OC)OCc1ccccc1
• InChI: InChI=1S/C33H33NO4/c1-35-31-18-26-15-16-34-20-28-25(13-14-30(33(28)36-2)37-21-23-9-5-3-6-10-23)17-29(34)27(26)19-32(31)38-22-24-11-7-4-8-12-24/h3-14,18-19,29H,15-17,20-22H2,1-2H3
• InChIKey: WNGSKEIBKZYUSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,11-bis(benzyloxy)-4,10-dimethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene
• IUPAC Traditional name: 3,11-bis(benzyloxy)-4,10-dimethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene
• Synonyms: 5,8,13,13a-Tetrahydro-3,9-dimethoxy-2,10-bis(phenylmethoxy)-6H-dibenzo[a,g]quinolizine; 2,10-Dibenzyloxy-3,9-dimethoxyberbine; Dibenzyl D,L-Stepholidine

Database IDs

• CAS Number: 62744-18-7
• PubChem SID: 162261059
• PubChem CID: 14011128

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 6.29425
• LogD (pH = 7.4): 6.591445
• Log P: 6.596921
• Molar Refractivity: 150.5807 cm^3
• Polarizability: 58.313637 Å^3
• Polar Surface Area: 40.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - D418800

Intermediate for the synthesis of D,L-Stepholidine.

REFERENCES

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