4-methylbenzene-1-sulfonic acid benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

• ChemBase ID: 146906
• Molecular Formular: C24H25NO5S
• Molecular Mass: 439.524
• Monoisotopic Mass: 439.14534391
• SMILES: Cc1ccc(cc1)S(=O)(=O)O.c1ccc(cc1)COC(=O)[C@@H]1Cc2ccccc2CN1
• Canonical SMILES: O=C([C@H]1NCc2c(C1)cccc2)OCc1ccccc1.Cc1ccc(cc1)S(=O)(=O)O
• InChI: InChI=1S/C17H17NO2.C7H8O3S/c19-17(20-12-13-6-2-1-3-7-13)16-10-14-8-4-5-9-15(14)11-18-16;1-6-2-4-7(5-3-6)11(8,9)10/h1-9,16,18H,10-12H2;2-5H,1H3,(H,8,9,10)/t16-;/m0./s1
• InChIKey: PSMBIFNNFMRIMV-NTISSMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylbenzene-1-sulfonic acid benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
• IUPAC Traditional name: toluenesulfonic acid benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
• Synonyms: Benzyl (S)-(-)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate p-toluenesulfonic acid salt; (S)-(-)-1,2,3,4-四氢-3-异喹啉羧酸苄酯 对甲苯磺酸盐

Database IDs

• CAS Number: 77497-97-3
• EC Number: 406-960-0
• MDL Number: MFCD00799478
• PubChem SID: 162241098; 24870242
• PubChem CID: 12766750

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.815275
• LogD (pH = 7.4): 3.1259613
• Log P: 3.13179
• Molar Refractivity: 77.8272 cm^3
• Polarizability: 30.696316 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-150 °C(lit.)

Safety Information

• European Hazard Symbols: Nature polluting (N)
• UN Number: 3077
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 51/53
• Safety Statements: 61
• GHS Pictograms: GHS09
• GHS Hazard statements: H411
• GHS Precautionary statements: P273
• Personal Protective Equipment: Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C17H17NO2 · C7H8O3S

DETAILS

Sigma Aldrich - 465062

Application
Used to prepare a novel class of antifungal agents.1
Packaging
10 g in glass bottle