tert-butyl N-[(2R,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-decahydroisoquinolin-2-yl]-3-hydroxy-1-(phenylsulfanyl)butan-2-yl]carbamate

• ChemBase ID: 162513
• Molecular Formular: C29H47N3O4S
• Molecular Mass: 533.76618
• Monoisotopic Mass: 533.328728
• SMILES: O(C(=O)N[C@H]([C@@H](CN1C[C@@H]2[C@H](C[C@H]1C(=O)NC(C)(C)C)CCCC2)O)CSc1ccccc1)C(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H]([C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O)CSc1ccccc1
• InChI: InChI=1S/C29H47N3O4S/c1-28(2,3)31-26(34)24-16-20-12-10-11-13-21(20)17-32(24)18-25(33)23(30-27(35)36-29(4,5)6)19-37-22-14-8-7-9-15-22/h7-9,14-15,20-21,23-25,33H,10-13,16-19H2,1-6H3,(H,30,35)(H,31,34)/t20-,21+,23-,24-,25+/m0/s1
• InChIKey: IAYMVYNHFPZOOB-PZNJWVMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2R,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-decahydroisoquinolin-2-yl]-3-hydroxy-1-(phenylsulfanyl)butan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2R,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-octahydro-1H-isoquinolin-2-yl]-3-hydroxy-1-(phenylsulfanyl)butan-2-yl]carbamate
• Synonyms: [3S-(3R,4aR,8aR,2'S,3'S)]-2-[3'-N-t-Boc-amino-2'-hydroxy-4'-(phenyl)thio]butyldecahydroisoquinoline-3-N-t-butylcarboxamide

Database IDs

• PubChem SID: 162256648
• PubChem CID: 45038387

CALCULATED PROPERTIES

• Acid pKa: 13.900287
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.9893298
• LogD (pH = 7.4): 3.7624426
• Log P: 4.57337
• Molar Refractivity: 150.4111 cm^3
• Polarizability: 59.52781 Å^3
• Polar Surface Area: 90.9 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichlormethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B619410

An intermediate in the synthesis of Nelfinavir.