tert-butyl({[(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl]oxy})dimethylsilane

• ChemBase ID: 163405
• Molecular Formular: C26H44OSi
• Molecular Mass: 400.71246
• Monoisotopic Mass: 400.31614256
• SMILES: C1(CCCC(=C1/C=C/C(=C\C=C\C(=C\CO[Si](C(C)(C)C)(C)C)\C)/C)C)(C)C
• Canonical SMILES: C/C(=C\CO[Si](C(C)(C)C)(C)C)/C=C/C=C(\C=C\C1=C(C)CCCC1(C)C)/C
• InChI: InChI=1S/C26H44OSi/c1-21(16-17-24-23(3)15-12-19-26(24,7)8)13-11-14-22(2)18-20-27-28(9,10)25(4,5)6/h11,13-14,16-18H,12,15,19-20H2,1-10H3/b14-11+,17-16+,21-13-,22-18+
• InChIKey: MXLHWHHSTDVNQC-CHOXORPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl({[(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl]oxy})dimethylsilane
• IUPAC Traditional name: tert-butyl({[(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl]oxy})dimethylsilane
• Synonyms: (1,1-Dimethylethyl)[[(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenyl]oxy]dimethylsilane; 9-cis-(tert-Butyldimethylsilyl)retinyl Ether

Database IDs

• CAS Number: 210700-52-0
• PubChem SID: 162257540
• PubChem CID: 11014877

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.1855
• LogD (pH = 7.4): 7.1855
• Log P: 7.1855
• Molar Refractivity: 127.7715 cm^3
• Polarizability: 50.40884 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Hexane
• Apperance: Light Yellow Oil

DETAILS

Toronto Research Chemicals - B691690

Intermediate for the synthesis of 9-cis-Retinoids

REFERENCES

• Rosen, J., et al.: J. Med. Chem., 38, 4855 (1995)
• Haupt, U., et al.: Biochem., 36, 2 (1997).