Alternatived Products of [ 107806-82-6 ]
Product Details of [ 107806-82-6 ]
| CAS No. : | 107806-82-6 |
MDL No. : | MFCD20639625 |
| Formula : |
C9H8O4
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | MBBAIOHGDCOFGT-UHFFFAOYSA-N |
| M.W : | 180.16 |
Pubchem ID : | 15764027 |
| Synonyms : |
|
Safety of [ 107806-82-6 ]
Application In Synthesis of [ 107806-82-6 ]
* 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 [ 107806-82-6 ]
- 1
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[ 860588-20-1 ]
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[ 107806-82-6 ]
- 2
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[ 107806-82-6 ]
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2-acetoxy-4-acetyl-benzoic acid
[ No CAS ]
- 3
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[ 107806-82-6 ]
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[ 151-50-8 ]
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(R,S)-α-methyl-4-carboxy-3-hydroxyphenylglycine
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Stage #1: 4-carboxy-3-hydroxyacetophenone; potassium cyanide With acetamide; ammonium carbonate
Stage #2: With hydrogenchloride |
|
- 4
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[ 1432-42-4 ]
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[ 107806-82-6 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: aqueous sulfuric acid; copper (II)-sulfate; aqueous ammonia
2: iron; aqueous acetic acid
3: aqueous KOH-solution |
|
- 5
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[ 860554-21-8 ]
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[ 107806-82-6 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: aqueous KOH-solution |
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- 6
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[ 860575-80-0 ]
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[ 107806-82-6 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: iron; aqueous acetic acid
2: aqueous KOH-solution |
|
- 7
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[ 586-89-0 ]
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[ 107806-82-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 63% |
With oxygen; potassium acetate; palladium diacetate; p-benzoquinone In N,N-dimethyl acetamide at 115℃; for 15h; |
|
| 63% |
With oxygen; potassium acetate; p-benzoquinone In ISOPROPYLAMIDE at 115℃; for 15h; |
III
III. General procedure for Pd (II) -catalyzedorfcho-hydroxylation with 5 atm 02 :A 50 mL high pressure reactor equipped with a magnetic stir bar was charged with Pd(OAc)2 (11.2 mg, 0.05 mmol), followed by the benzoic acidsubstrate (0.5 mmol), benzoquinone (54.0 mg, 0.5 mmol), KOAc (98.0 mg, 1 mmol) andN, N-dimethylacetamide (1.5 mL) . The reactor was filled with 02 (20 atm) , and then evacuated and backed-filled with 02 (5 atm, 2 times) . After the reaction mixture was stirred at 115 °C for 15 hours, it was permitted to cool to ambient temperature. The reaction was worked up and the crude product was purified following the procedure described above for hydroxylation with 1 atm O2. |
| 51% |
With oxygen; potassium acetate; palladium diacetate; p-benzoquinone In N,N-dimethyl acetamide at 115℃; for 24h; Schlenk technique; |
|
Reference：
[1]Zhang, Yang-Hui; Yu, Jin-Quan
[Journal of the American Chemical Society, 2009, vol. 131, # 41, p. 14654 - 14655]
[2]Current Patent Assignee: SCRIPPS RESEARCH - WO2011/37929, 2011, A2
Location in patent: Page/Page column 14; 19-20
[3]Fang, Lizhen; Zhao, Fangfei; Hu, Shuyu; Han, Lili; Sun, Qianqian; Wu, Huipan; Hu, Xiaojing; Wang, Mingyong
[Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15569]
- 8
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[ 487-70-7 ]
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[ 107806-82-6 ]
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C16H12O7
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 84.9% |
With sodium hydroxide In water Inert atmosphere; Reflux; |
11
2-hydroxy-4-acetylbenzoic acid (1.15)and 2,4,6-trihydroxybenzoic acidAldehyde (0.98 g, 6.36 mmol) was added to a one-necked flask, and 10 ml of a 20% aqueous solution of sodium hydroxide was added thereto, followed by magnetic stirring. oil bathThe reaction was warmed to reflux and the reaction was complete by TLC. After cooling, the reaction solution was poured into 100 ml of ice water and adjusted to pH with dilute hydrochloric acid. The organic phase was washed with water (3 X 30 mL), dried over anhydrous sodium sulphate, filtered, and concentrated under reduced pressureTo give the compound 11 in a yield of 84.9%. |
- 9
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[ 487-70-7 ]
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[ 107806-82-6 ]
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C28H32O17
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: sodium hydroxide / water / Inert atmosphere; Reflux
2: scandium tris(trifluoromethanesulfonate) / water / Inert atmosphere; Reflux |
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- 10
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[ 107806-82-6 ]
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6-acetyl-2-(2-hydroxypropan-2-yl)benzofuran-3(2H)-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 5 steps
1: sulfuric acid / 12 h / Reflux
2: potassium carbonate / acetone / 3 h / Reflux
3: sodium; methanol / 2 h / Reflux
4: lithium hydroxide monohydrate / dimethyl sulfoxide; water / 3 h / 75 °C
5: aluminum oxide / 0.5 h / 20 °C |
|
Reference：
[1]Fang, Lizhen; Zhao, Fangfei; Hu, Shuyu; Han, Lili; Sun, Qianqian; Wu, Huipan; Hu, Xiaojing; Wang, Mingyong
[Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15569]
- 11
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[ 107806-82-6 ]
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methyl 4-acetyl-2-(2-methoxy-2-oxoethoxy)benzoate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: sulfuric acid / 12 h / Reflux
2: potassium carbonate / acetone / 3 h / Reflux |
|
Reference：
[1]Fang, Lizhen; Zhao, Fangfei; Hu, Shuyu; Han, Lili; Sun, Qianqian; Wu, Huipan; Hu, Xiaojing; Wang, Mingyong
[Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15569]
- 12
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[ 107806-82-6 ]
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(2R,3S)-6-((R)-1-hydroxyethyl)-2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-3-ol
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 6 steps
1: sulfuric acid / 12 h / Reflux
2: potassium carbonate / acetone / 3 h / Reflux
3: sodium; methanol / 2 h / Reflux
4: lithium hydroxide monohydrate / dimethyl sulfoxide; water / 3 h / 75 °C
5: aluminum oxide / 0.5 h / 20 °C
6: Noyori's catalyst; sodium formate; cetyltrimethylammonim bromide / methanol / 12 h / 65 °C / Inert atmosphere |
|
Reference：
[1]Fang, Lizhen; Zhao, Fangfei; Hu, Shuyu; Han, Lili; Sun, Qianqian; Wu, Huipan; Hu, Xiaojing; Wang, Mingyong
[Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15569]
- 13
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[ 107806-82-6 ]
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(±)-6-(1-hydroxyethyl)-2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-3-ol
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 6 steps
1: sulfuric acid / 12 h / Reflux
2: potassium carbonate / acetone / 3 h / Reflux
3: sodium; methanol / 2 h / Reflux
4: lithium hydroxide monohydrate / dimethyl sulfoxide; water / 3 h / 75 °C
5: aluminum oxide / 0.5 h / 20 °C
6: sodium tetrahydroborate / methanol / 2 h / 0 °C |
|
Reference：
[1]Fang, Lizhen; Zhao, Fangfei; Hu, Shuyu; Han, Lili; Sun, Qianqian; Wu, Huipan; Hu, Xiaojing; Wang, Mingyong
[Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15569]
- 14
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[ 107806-82-6 ]
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methyl 6-acetyl-3-hydroxybenzofuran-2-carboxylate
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: sulfuric acid / 12 h / Reflux
2: potassium carbonate / acetone / 3 h / Reflux
3: sodium; methanol / 2 h / Reflux |
|
Reference：
[1]Fang, Lizhen; Zhao, Fangfei; Hu, Shuyu; Han, Lili; Sun, Qianqian; Wu, Huipan; Hu, Xiaojing; Wang, Mingyong
[Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15569]
- 15
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[ 107806-82-6 ]
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6-acetylbenzofuran-3(2H)-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: sulfuric acid / 12 h / Reflux
2: potassium carbonate / acetone / 3 h / Reflux
3: sodium; methanol / 2 h / Reflux
4: lithium hydroxide monohydrate / dimethyl sulfoxide; water / 3 h / 75 °C |
|
Reference：
[1]Fang, Lizhen; Zhao, Fangfei; Hu, Shuyu; Han, Lili; Sun, Qianqian; Wu, Huipan; Hu, Xiaojing; Wang, Mingyong
[Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15569]
- 16
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[ 67-56-1 ]
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[ 107806-82-6 ]
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[ 27475-11-2 ]
- 17
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[ 27475-11-2 ]
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[ 107806-82-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 78% |
With lithium hydroxide monohydrate; lithium hydroxide monohydrate In tetrahydrofuran; methanol at 20℃; |
181 Intermediate 4: 2-(1-((5-(1-methyl-1H-indazole-5-carboxamido)-1H-benzo[d]imidazol-2- yl)methyl)pyrrolidin-3-yl)acetic acid
General procedure: To a solution of intermediate 3 (300 mg, 0.67mmol) in 5 mL MeOH, 5 mL H2O, and 5 mL THF, LiOH (30 mg, 1 mmol) was added. The mixture was stirred at RT overnight. Then the mixture was purified by reverse phase C18 column (10% - 100% methanol / 0.1% TFA in water) to afford intermediate 4 as white solid in TFA salt form (486 mg, 89%). |
| 78% |
With lithium hydroxide monohydrate; lithium hydroxide monohydrate In tetrahydrofuran; methanol at 20℃; |
181 Intermediate 4: 2-(1-((5-(1-methyl-1H-indazole-5-carboxamido)-1H-benzo[d]imidazol-2- yl)methyl)pyrrolidin-3-yl)acetic acid
General procedure: To a solution of intermediate 3 (300 mg, 0.67mmol) in 5 mL MeOH, 5 mL H2O, and 5 mL THF, LiOH (30 mg, 1 mmol) was added. The mixture was stirred at RT overnight. Then the mixture was purified by reverse phase C18 column (10% - 100% methanol / 0.1% TFA in water) to afford intermediate 4 as white solid in TFA salt form (486 mg, 89%). |
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