(2S)-2-[(1R,3aS,4E,7aR)-4-{2-[(1E,3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]propanal

• ChemBase ID: 162221
• Molecular Formular: C34H60O3Si2
• Molecular Mass: 573.0094
• Monoisotopic Mass: 572.40809884
• SMILES: C1(=C)[C@H](C[C@@H](C/C/1=C\C=C/1\[C@H]2[C@](CCC1)([C@H](CC2)[C@H](C)C=O)C)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: O=C[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=C\C=C\1/C[C@H](C[C@@H](C1=C)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)C
• InChI: InChI=1S/C34H60O3Si2/c1-24(23-35)29-18-19-30-26(15-14-20-34(29,30)9)16-17-27-21-28(36-38(10,11)32(3,4)5)22-31(25(27)2)37-39(12,13)33(6,7)8/h16-17,23-24,28-31H,2,14-15,18-22H2,1,3-13H3/b26-16+,27-17+/t24-,28-,29-,30+,31+,34-/m1/s1
• InChIKey: CBBPZOZLUNXNDK-NZAAPPJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(1R,3aS,4E,7aR)-4-{2-[(1E,3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]propanal
• IUPAC Traditional name: (2S)-2-[(1R,3aS,4E,7aR)-4-{2-[(1E,3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]propanal
• Synonyms: (αS,1R,3aS,4E,7aR)-4-[(2E)-[(3S,5R)-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethylidene]octahydro-α,7a-dimethyl-1H-indene-1-acetaldehyde; [1R-[1α(S*),3aβ,4E(1E,3S*,5R*),7aα]]-4-[[3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethylidene]octahydro-α,7a-dimethyl-1H-indene-1-acetaldehyde; (1S,3R,5E,7E)-1,3-Bis[(tert-butyldimethylsilyl)oxy]-9,10-secopregna-5,7,10(19)-triene-20-carboxaldehyde; CLP 8; (1S,3R,5E,7E)-1,3-Bis-[(tert-butyldimethylsilyl)oxy]-9,10-secopregna-5,7,10-triene-20-carboxaldehyde

Database IDs

• CAS Number: 112828-13-4
• PubChem SID: 162256356
• PubChem CID: 10929884

CALCULATED PROPERTIES

• Acid pKa: 16.035543
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 7.7082
• LogD (pH = 7.4): 7.7082
• Log P: 7.7082
• Molar Refractivity: 162.2059 cm^3
• Polarizability: 67.7821 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B415820

Intermediate in the preparation of Vitamin D analogs.

REFERENCES

• Sicinski, R., et al.: Bioorg. Med. Chem., 7, 2877 (1999)
• Steinmeyer, A., et al.: Steroids, 66, 257 (1999)
• Kahraman, M., et al.: J. Med. Chem., 47, 6854 (1999)