8-[(tert-butyldimethylsilyl)oxy]-4-(2-{1-[(tert-butyldimethylsilyl)oxy](2H4)cyclopropyl}ethynyl)-6-chloro-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one

• ChemBase ID: 162209
• Molecular Formular: C26H37ClF3NO4Si2
• Molecular Mass: 576.1954896
• Monoisotopic Mass: 575.19017407
• SMILES: c1(cc(cc2c1NC(=O)OC2(C#CC1(CC1)O[Si](C(C)(C)C)(C)C)C(F)(F)F)Cl)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: Clc1cc(O[Si](C(C)(C)C)(C)C)c2c(c1)C(C#CC1(CC1)O[Si](C(C)(C)C)(C)C)(OC(=O)N2)C(F)(F)F
• InChI: InChI=1S/C26H37ClF3NO4Si2/c1-22(2,3)36(7,8)34-19-16-17(27)15-18-20(19)31-21(32)33-25(18,26(28,29)30)14-13-24(11-12-24)35-37(9,10)23(4,5)6/h15-16H,11-12H2,1-10H3,(H,31,32)
• InChIKey: CZLOCSCGTRCIBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[(tert-butyldimethylsilyl)oxy]-4-(2-{1-[(tert-butyldimethylsilyl)oxy](^2H₄)cyclopropyl}ethynyl)-6-chloro-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one
• IUPAC Traditional name: 8-[(tert-butyldimethylsilyl)oxy]-4-(2-{1-[(tert-butyldimethylsilyl)oxy](^2H₄)cyclopropyl}ethynyl)-6-chloro-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
• Synonyms: rac-8,14-Bis(tert-butyldimethylsilyloxy) Efavirenz-d4

Database IDs

• CAS Number: 1329840-70-1
• PubChem SID: 162256344
• PubChem CID: 71314048

CALCULATED PROPERTIES

• Acid pKa: 11.947223
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 7.5148997
• LogD (pH = 7.4): 7.514888
• Log P: 7.5149
• Molar Refractivity: 134.5475 cm^3
• Polarizability: 54.907387 Å^3
• Polar Surface Area: 56.79 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - B415277

Protected Efavirenz (E425000) metabolite.