8-[(tert-butyldimethylsilyl)oxy]-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one

• ChemBase ID: 163311
• Molecular Formular: C20H23ClF3NO3Si
• Molecular Mass: 445.9352296
• Monoisotopic Mass: 445.10878247
• SMILES: c1(cc(c2c(c1)C(OC(=O)N2)(C#CC1CC1)C(F)(F)F)O[Si](C)(C)C(C)(C)C)Cl
• Canonical SMILES: O=C1Nc2c(cc(cc2C(O1)(C#CC1CC1)C(F)(F)F)Cl)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C20H23ClF3NO3Si/c1-18(2,3)29(4,5)28-15-11-13(21)10-14-16(15)25-17(26)27-19(14,20(22,23)24)9-8-12-6-7-12/h10-12H,6-7H2,1-5H3,(H,25,26)
• InChIKey: SFKCIHFYAYBXNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[(tert-butyldimethylsilyl)oxy]-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one
• IUPAC Traditional name: 8-[(tert-butyldimethylsilyl)oxy]-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
• Synonyms: 8-(tert-Butyldimethylsilyloxy)-6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one; 6-Chloro-4-(2-cyclopropylethynyl)-8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,4-dihydro-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one; 8-(tert-Butyldimethylsilyloxy) 8-Hydroxy Efavirenz, Technical Grade

Database IDs

• CAS Number: 1027042-31-4
• PubChem SID: 162257446
• PubChem CID: 10961269

CALCULATED PROPERTIES

• Acid pKa: 11.94723
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 6.0448
• LogD (pH = 7.4): 6.044788
• Log P: 6.0448
• Molar Refractivity: 103.1713 cm^3
• Polarizability: 40.29766 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Methanol
• Apperance: Off-White Solid
• Melting Point: 133-135°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B691100

Efavirenz (E425000) intermediate.