(2R,6S,14R,15S,16R)-11-[(tert-butyldimethylsilyl)oxy]-3-(cyclopropylmethyl)-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-15-ol

• ChemBase ID: 163270
• Molecular Formular: C34H53NO4Si
• Molecular Mass: 567.87442
• Monoisotopic Mass: 567.37438571
• SMILES: c1(c2c3c(cc1)C[C@@H]1C45[C@@]3([C@H]([C@]([C@H](C4)C(C(C)(C)C)(C)O)(O)CC5)O2)CCN1CC1CC1)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: O[C@@]12CCC3(C[C@@H]1C(C(C)(C)C)(O)C)[C@@]14[C@H]2Oc2c4c(C[C@H]3N(CC1)CC1CC1)ccc2O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C34H53NO4Si/c1-29(2,3)31(7,36)24-19-32-14-15-34(24,37)28-33(32)16-17-35(20-21-10-11-21)25(32)18-22-12-13-23(27(38-28)26(22)33)39-40(8,9)30(4,5)6/h12-13,21,24-25,28,36-37H,10-11,14-20H2,1-9H3/t24-,25-,28-,31?,32?,33+,34+/m1/s1
• InChIKey: JSASBOULOIZLBF-GWONDUMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6S,14R,15S,16R)-11-[(tert-butyldimethylsilyl)oxy]-3-(cyclopropylmethyl)-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11-trien-15-ol
• IUPAC Traditional name: (2R,6S,14R,15S,16R)-11-[(tert-butyldimethylsilyl)oxy]-3-(cyclopropylmethyl)-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11-trien-15-ol
• Synonyms: [5α,7α(S)]-17-(Cyclopropylmethyl)-α-(1,1-dimethylethyl)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,5-epoxy-18,19-dihydro-6-hydroxy-α-methyl-6,14-ethenomorphinan-7-methanol; 3-O-(tert-Butyldimethylsilyloxy)-6-O-desmethyl Buprenorphine

Database IDs

• CAS Number: 130668-49-4
• PubChem SID: 162257405
• PubChem CID: 71314365

CALCULATED PROPERTIES

• Acid pKa: 13.429007
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5815732
• LogD (pH = 7.4): 2.8346388
• Log P: 5.2977
• Molar Refractivity: 156.8592 cm^3
• Polarizability: 64.41431 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ether; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B691405

Protected precursor of Buprenorphine.