| Identification | Back Directory | [Name]
2-N-BOC-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-1-CARBOXYLIC ACID
| [CAS]
166591-85-1 | [Synonyms]
MG 310
2-Boc-1,2,3,4-tetrahydroisoquinoline-1-carboxylic Acid
N-Boc-1,2,3,4-Tetrahydro-isoquinoline-1-carboxylic acid
REF DUPL: 2-N-Boc-1,2,3,4-Tetrahydro-isoquinoline-1-carboxylic acid
2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid
3,4-Dihydro-1,2(1H)-isoquinolinedicarboxylic acid 2-(1,1-dimethylethyl) ester
1,2(1H)-Isoquinolinedicarboxylic acid, 3,4-dihydro-, 2-(1,1-dimethylethyl) ester | [Molecular Formula]
C15H19NO4 | [MDL Number]
MFCD08274995 | [MOL File]
166591-85-1.mol | [Molecular Weight]
277.32 |
| Chemical Properties | Back Directory | [Boiling point ]
436.7±45.0 °C(Predicted) | [density ]
1.222±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
3.49±0.20(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
To a stirred mixture of (±)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (150 mg, 0.85 mmol) and dichloromethane (1.69 mL) was added di-tert-butyl dicarbonate (185 mg, 0.85 mmol) and triethylamine (177 μL, 1.27 mmol) sequentially at 0 °C. The reaction mixture was gradually warmed to room temperature with continuous stirring overnight. Upon completion of the reaction, the pH was adjusted to 3.0 with 1.0 N aqueous hydrochloric acid, followed by extraction of the reaction mixture with ethyl acetate (3 × 25 mL). The organic phases were combined, washed with saturated aqueous sodium chloride (50 mL), dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure to afford 2-N-Boc-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (235 mg, 100% yield). Mass spectral data (m/z): 222 ([M + 2H - t-Bu]+), 300 ([M + Na]+), 577 ([2M + Na]+). | [References]
[1] Patent: WO2015/94902, 2015, A1. Location in patent: Page/Page column 22
[2] European Journal of Medicinal Chemistry, 2001, vol. 36, # 3, p. 265 - 286
[3] Journal of Medicinal Chemistry, 1993, vol. 36, # 3, p. 314 - 319
[4] Patent: US5391705, 1995, A |
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