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| | 2-N-Boc-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid Basic information |
| Product Name: | 2-N-Boc-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid | | Synonyms: | 2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid;REF DUPL: 2-N-Boc-1,2,3,4-Tetrahydro-isoquinoline-1-carboxylic acid;2-Boc-1,2,3,4-tetrahydroisoquinoline-1-carboxylic Acid;N-Boc-1,2,3,4-Tetrahydro-isoquinoline-1-carboxylic acid;MG 310;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 | | CAS: | 166591-85-1 | | MF: | C15H19NO4 | | MW: | 277.32 | | EINECS: | | | Product Categories: | | | Mol File: | 166591-85-1.mol |  |
| | 2-N-Boc-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid Chemical Properties |
| 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 |
| | 2-N-Boc-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid Usage And Synthesis |
| 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 |
| | 2-N-Boc-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid Preparation Products And Raw materials |
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