(2S,4R,7S)-4-amino-2-hydroxy-7-(2-methylpropyl)-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecane-5,8-dione hydrochloride

• ChemBase ID: 160262
• Molecular Formular: C16H28ClN3O4
• Molecular Mass: 361.86422
• Monoisotopic Mass: 361.17683407
• SMILES: Cl.[C@]12(N([C@H](C(=O)N3C1CCC3)CC(C)C)C(=O)[C@@](O2)(N)C(C)C)O
• Canonical SMILES: CC(C[C@H]1C(=O)N2CCCC2[C@]2(N1C(=O)[C@@](O2)(N)C(C)C)O)C.Cl
• InChI: InChI=1S/C16H27N3O4.ClH/c1-9(2)8-11-13(20)18-7-5-6-12(18)16(22)19(11)14(21)15(17,23-16)10(3)4;/h9-12,22H,5-8,17H2,1-4H3;1H/t11-,12?,15+,16-;/m0./s1
• InChIKey: ZVDMJHYRHCMIFM-RAPQXUIWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R,7S)-4-amino-2-hydroxy-7-(2-methylpropyl)-4-(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.0^2,^6]dodecane-5,8-dione hydrochloride
• IUPAC Traditional name: (2S,4R,7S)-4-amino-2-hydroxy-4-isopropyl-7-(2-methylpropyl)-3-oxa-6,9-diazatricyclo[7.3.0.0^2,^6]dodecane-5,8-dione hydrochloride
• Synonyms: 2-Aminotetrahydro-10b-hydroxy-2-(1-methylethyl)-5-(2-methylpropyl)-8H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazine-3,6(2H,5H)-dione Monohydrochloride; (2R,5S,10aS,10bS)-2-Aminotetrahydro-10b-hydroxy-2-(1-methylethyl)-5-(2-methylpropyl)-8H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazine-3,6(2H,5H)-dione Monohydrochloride; 2β-Amino-9,10,10aα,10b-tetrahydro-10bβ-hydroxy-5β-isobutyl-2-isopropyl-8H-Oxazolo[3,2-a]pyrrolo[2,1-c]pyrazine-3,6(2H,5H)-dione Hydrochloride Salt

Database IDs

• CAS Number: 24177-10-4
• PubChem SID: 162254397
• PubChem CID: 71313303

CALCULATED PROPERTIES

• Acid pKa: 9.69627
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.32103077
• LogD (pH = 7.4): 1.3824264
• Log P: 1.4483778
• Molar Refractivity: 83.6856 cm^3
• Polarizability: 33.333187 Å^3
• Polar Surface Area: 96.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A629970

Used in the synthesis of Ergot alkaloids.