Alternatived Products of [ 91062-38-3 ]
Product Details of [ 91062-38-3 ]
| CAS No. : | 91062-38-3 |
MDL No. : | MFCD06659852 |
| Formula : |
C10H13BO4
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | XJEONFAJOXSZDX-UHFFFAOYSA-N |
| M.W : |
208.02
|
Pubchem ID : | 23005364 |
| Synonyms : |
|
Safety of [ 91062-38-3 ]
| Signal Word: | Warning |
Class: | N/A |
| Precautionary Statements: | P280-P305+P351+P338 |
UN#: | N/A |
| Hazard Statements: | H317-H319 |
Packing Group: | N/A |
| GHS Pictogram: |
|
Application In Synthesis of [ 91062-38-3 ]
* 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 [ 91062-38-3 ]
- 1
-
[ 71-23-8 ]
-
[ 14047-29-1 ]
-
[ 91062-38-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With hydrogenchloride |
|
| Yield | Reaction Conditions | Operation in experiment |
|
p-Carboxy-phenylborsaeure, Propanol <90grad, 1h, in Ggw. v. HCl>; |
|
- 3
-
[ 1443293-87-5 ]
-
[ 91062-38-3 ]
-
(±)-2-{4-(4-propoxycarbonyl)phenyl}-1,4-dioxaspiro[4.5]deca-6,9-dien-8-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
With bis(triphenylphosphine)palladium(II) chloride; caesium carbonate In water; N,N-dimethyl-formamide at 80℃; for 18h; |
2. General procedure for the synthesis of 9.
General procedure: To a DMF (35.0 mL/1 mmol of substrate) solution of a 7d-II or 7a or 7b (1 equiv) was added to bis(triphenylphosphine)palladium dichloride (0.2 equiv), cesium carbonate (2 equiv) and boronic acids 8 (2 equiv) in water (9.0 mL/1 mmol of substrate) at 80 °C. After being stirred at 80 °C for 18 h, the reaction mixture was quenched by addition of water and the product was extracted with ether three times. The combined organic extracts were washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by preparative TLC to give the title compound. |
Reference：
[1]Fuse, Shinichiro; Inaba, Kennichi; Takagi, Motoki; Tanaka, Masahiro; Hirokawa, Takatsugu; Johmoto, Kohei; Uekusa, Hidehiro; Shin-ya, Kazuo; Takahashi, Takashi; Doi, Takayuki
[European Journal of Medicinal Chemistry, 2013, vol. 66, p. 180 - 184]
- 4
-
[ 91062-38-3 ]
-
[ 21667-32-3 ]
-
[ 2924984-10-9 ]
| Yield | Reaction Conditions | Operation in experiment |
| 29.8 % |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In dimethyl sulfoxide at 120℃; Inert atmosphere; |
6 Example 6
Add 1.4 mmol SM1, 3.5 mmol (4-propoxycarbonylphenyl)boronic acid powder, 3.5 mmol potassium carbonate, and 0.035 mmol tetrakis(triphenylphosphine)palladium to a two-necked round-bottomed flask, evacuate and refill N2, repeat three times; degas 40 mL of DMSO solvent by bubbling N2andinject it into the flask via cannula under N2 .Then the flask was connected to a condenser andthe mixture was heated to 120 °C for 12 h under the protection ofN2 .After the reaction was completed, the reaction mixture was cooled to room temperature, the mixture was poured into 50 mL of water and extracted with ethyl acetate (350 mL), the organic layers were collected and combined, then washed with water (350 mL), dried over anhydrous sodium sulfate, And the organic solvent was removed with a rotary evaporator.The residue was purified by silica gel column chromatography using a mixed solvent of petroleum ether and ethyl acetate as eluent to obtain SM2 as a yellow-green solid with a yield of 29.8% based on SM1. |
| 29.8 % |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; dimethyl sulfoxide at 120℃; Inert atmosphere; |
6 Example 6
Add 1.4 mmol SM1, 3.5 mmol (4-propoxycarbonylphenyl)boronic acid powder, 3.5 mmol potassium carbonate, and 0.035 mmol tetrakis(triphenylphosphine)palladium to a two-necked round-bottomed flask, evacuate and refill N2, repeat three times; degas 40 mL of DMSO solvent by bubbling N2andinject it into the flask via cannula under N2 .Then the flask was connected to a condenser andthe mixture was heated to 120 °C for 12 h under the protection ofN2 .After the reaction was completed, the reaction mixture was cooled to room temperature, the mixture was poured into 50 mL of water and extracted with ethyl acetate (350 mL), the organic layers were collected and combined, then washed with water (350 mL), dried over anhydrous sodium sulfate, And the organic solvent was removed with a rotary evaporator.The residue was purified by silica gel column chromatography using a mixed solvent of petroleum ether and ethyl acetate as eluent to obtain SM2 as a yellow-green solid with a yield of 29.8% based on SM1. |
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