(6aR,10aR)-1-[(tert-butyldimethylsilyl)oxy]-6,6-dimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromene-9-carbaldehyde

• ChemBase ID: 163313
• Molecular Formular: C27H42O3Si
• Molecular Mass: 442.70608
• Monoisotopic Mass: 442.29032174
• SMILES: C1(=C[C@@H]2[C@@H](CC1)C(Oc1c2c(cc(c1)CCCCC)O[Si](C(C)(C)C)(C)C)(C)C)C=O
• Canonical SMILES: CCCCCc1cc2OC(C)(C)[C@H]3[C@H](c2c(c1)O[Si](C(C)(C)C)(C)C)C=C(CC3)C=O
• InChI: InChI=1S/C27H42O3Si/c1-9-10-11-12-19-16-23-25(24(17-19)30-31(7,8)26(2,3)4)21-15-20(18-28)13-14-22(21)27(5,6)29-23/h15-18,21-22H,9-14H2,1-8H3/t21-,22-/m1/s1
• InChIKey: HBVXWYAVRSNQOZ-FGZHOGPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6aR,10aR)-1-[(tert-butyldimethylsilyl)oxy]-6,6-dimethyl-3-pentyl-6H,6aH,7H,8H,10aH-benzo[c]isochromene-9-carbaldehyde
• IUPAC Traditional name: (6aR,10aR)-1-[(tert-butyldimethylsilyl)oxy]-6,6-dimethyl-3-pentyl-6aH,7H,8H,10aH-benzo[c]isochromene-9-carbaldehyde
• Synonyms: (6aR-trans)-1-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-6a,7,8,10a-tetrahydro-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9-carboxylate; (6aR-trans)-1-[(tert-Butyl)dimethylsilyloxy]-6a,7,8,10a-tetrahydro-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9-carboxilate; 1-O-[(tert-Butyl)dimethylsilyloxy]-9-formyl-Δ9-tetrahydro Cannabinol

Database IDs

• CAS Number: 138285-36-6
• PubChem SID: 162257448
• PubChem CID: 71314380

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.3834
• LogD (pH = 7.4): 6.3834
• Log P: 6.3834
• Molar Refractivity: 127.3734 cm^3
• Polarizability: 51.592163 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate

DETAILS

Toronto Research Chemicals - B691105

Used in the preparation of a major Tetrahydrocannabinol (T293200) metabolite.