Alternatived Products of [ 13626-59-0 ]
Product Details of [ 13626-59-0 ]
| CAS No. : | 13626-59-0 |
MDL No. : | MFCD07368245 |
| Formula : |
C5H5NO4
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : | 143.10 g/mol |
Pubchem ID : | - |
| Synonyms : |
|
Application In Synthesis of [ 13626-59-0 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 13626-59-0 ]
- 1
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[ 67-56-1 ]
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[ 6567-35-7 ]
-
[ 13626-59-0 ]
- 2
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[ 67-56-1 ]
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[ 20724-56-5 ]
-
[ 13626-59-0 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With potassium hydroxide |
|
- 3
-
[ 13626-59-0 ]
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[ 54258-26-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 83.6 percent / thionyl chloride / dimethylformamide / 0.33 h / Heating |
|
|
Multi-step reaction with 3 steps
1: SOCl2 / dimethylformamide / 0.08 h / Heating
2: (i) Mg, Et2O, EtOH, CCl4, (ii) /BRN= 608244/, Et2O
3: aq. H2SO4 / acetic acid / 3 h / Heating |
|
Reference：
[1]Chiarino; Fantucci; Carenzi; Della Bella; Frigeni; Sala
[Farmaco, Edizione Scientifica, 1986, vol. 41, # 6, p. 440 - 453]
[2]Krogsgaard-Larsen,P.; Christensen,S.B.
[Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1974, vol. 28, p. 636 - 640]
- 4
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[ 13626-59-0 ]
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[ 2763-94-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: HCl
2: aq. NH3
3: B2H6, aq. HCl / tetrahydrofuran |
|
|
Multi-step reaction with 2 steps
1: (i) SOCl2, (ii) NH3, benzene
2: B2H6, aq. HCl / tetrahydrofuran |
|
- 5
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(3SR,4ARS,6SR,8ARS)-6-[(1(2)H-Tetrazole-5-yl)prop-1-yl]decahydroisoquinoline-3-carboxylic Acid
[ No CAS ]
-
[ 6567-35-7 ]
-
[ 13626-59-0 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With hydrogenchloride; potassium hydroxide; In methanol; water; |
C. Preparation of 5-Carboxy-3-methoxyisoxazole A solution of the compound from Example 14B (34.1 g), potassium hydroxide (169 g), methanol (580 ml), and water (103 ml) was heated to reflux. After four hours, the reaction mixture was allowed to cool to room temperature. This mixture was treated with concentrated hydrochloric acid (450 ml), and diluted with water (350 ml). The resulting solution was extracted with ether (6 times). The organic extracts were combined, dried over magnesium sulfate, filtered, and concentrated in vacuo. This residue was diluted with toluene and methanol, and concentrated in vacuo, to give 20.2 g of title compound. |
- 6
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[ 77-78-1 ]
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[ 10068-07-2 ]
-
[ 13626-59-0 ]
| Yield | Reaction Conditions | Operation in experiment |
| 60% |
|
Intermediate 14; 3-Methoxy-isoxazole-5-carboxylic acid To a solution of <strong>[10068-07-2]methyl 3-hydroxyisoxazole-5-carboxylate</strong> (958 mg, 6.69 mmol) in DMF (10 ml) was added potassium carbonate (935 mg, 6.76 mmol) at -5 C. Then dimethyl sulfate (644 muL, 6.76 mmol) was added slowly. The reaction mixture was allowed to warm to room temperature and was stirred over night. Then 2N NaOH (5.02 mL, 10.0 mmol) was added and the mixture was stirred for 4 h. After slow addition of 2N HCl (6.69 mL, 13.4 mmol), the mixture was extracted three times with diethyl ether. The combined organic extracts were washed with brine and evaporated. The remaining yellow oil was co-evaporated four times with toluene to give a solid that was dried for 4 h at 40 C. under high vacuum. The title compound as obtained as light brown solid (576 mg, 60%). |
| 60% |
|
Intermediate 143-Methoxy-isoxazole-5-carboxylic acidTo a solution of <strong>[10068-07-2]methyl 3-hydroxyisoxazole-5-carboxylate</strong> (958 mg, 6.69 mmol) in DMF (10 ml) was added potassium carbonate (935 mg, 6.76 mmol) at -5C. Then dimethyl sulfate (644 mu, 6.76 mmol) was added slowly. The reaction mixture was allowed to warm to room temperature and was stirred over night. Then 2N NaOH (5.02 mL, 10.0 mmol) was added and the mixture was stirred for 4 h. After slow addition of 2N HC1 (6.69 mL, 13.4 mmol), the mixture was extracted three times with diethyl ether. The combined organic extracts were washed with brine and evaporated. The remaining yellow oil was co- evaporated four times with toluene to give a solid that was dried for 4 h at 40C under high vacuum. The title compound as obtained as light brown solid (576 mg, 60%). |
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