Alternatived Products of [ 125-20-2 ]
Alternatived Products of [ 125-20-2 ]
Product Details of [ 125-20-2 ]
| CAS No. : | 125-20-2 |
MDL No. : | MFCD00005909 |
| Formula : |
C28H30O4
|
Boiling Point : |
571.6°C at 760 mmHg |
| Linear Structure Formula : | - |
InChI Key : | N/A |
| M.W : | 430.54 g/mol |
Pubchem ID : | 31316 |
| Synonyms : |
|
Application In Synthesis of [ 125-20-2 ]
- Downstream synthetic route of [ 125-20-2 ]
- 1
-
[ 85-44-9 ]
-
[ 89-83-8 ]
-
[ 125-20-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 90% |
With methanesulfonic acid at 90℃; for 5h; |
|
| 70% |
With niobium pentachloride In methanesulfonic acid at 90℃; for 1.33333h; |
|
|
With tin(IV) chloride at 110℃; |
|
Reference：
[1]Location in patent: experimental part
Sabnis, Ram W.
[Tetrahedron Letters, 2009, vol. 50, # 46, p. 6261 - 6263]
[2]Moreno, Vitor Fernandes; dos Santos, Giovanny Carvalho; da Costa, Gyordanna Mayara Gaspar; Gomes, Marcelo Henrique Ayala; Silva-Filho, Luiz Carlos da
[Journal of Heterocyclic Chemistry, 2019, vol. 56, # 10, p. 2811 - 2821]
[3]Willstaetter; Waldschmidt-Leitz
[Chemische Berichte, 1923, vol. 56, p. 488 Anm. 1]
- 2
-
[ 125-20-2 ]
-
[ 108-24-7 ]
-
3,3-bis-(4-acetoxy-5-isopropyl-2-methyl-phenyl)-phthalide
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
With sulfuric acid; acetic acid |
|
- 3
-
[ 125-20-2 ]
-
[ 74-88-4 ]
-
3,3-bis-(5-isopropyl-4-methoxy-2-methyl-phenyl)-phthalide
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
With potassium carbonate; acetone |
|
| Yield | Reaction Conditions | Operation in experiment |
|
d. Farbrk. m. wss. Kalilauge; |
|
|
polarogr.Red.: Kinetik (Geschw.-Konst.k(f,h)grad; ΔG(excit.) (Tab.1); |
|
- 7
-
[ 125-20-2 ]
-
[ 21085-72-3 ]
-
thymolphtaleine-α-acetyl-D-glucuronic acid methyl ester
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 46.7% |
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In dichloromethane; water at 10 - 20℃; for 3h; |
4 4, Synthesis of thymolphtaleine-α-acetyl-D-glucuronic acid methyl ester.It can be expressed by the following reaction formula:
preparation steps are: thymolphtaleine (5) (4.3 g, 10 mmol), TBAHS (3.4 g, 10 mmol), acetobromo-α-D-glucuronic acid methyl ester (4) (4.0 g, 10 mmol) dissolved in 30 ml of dichloromethane and cooled to 10 ° C, 30 ml of 1N potassium carbonate aqueous solution was added and then stirred at room temperature for 3 hours, and the mixture was separated and dried over anhydrous sodium sulfate. The organic phase was concentrated to dryness to give thymolphtaleine-α-acetyl-D-glucuronic acid methyl ester (6) (yield: 3.4 g, yield 46.7%). |
- 8
-
2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride
[ No CAS ]
-
[ 125-20-2 ]
-
thymolphthalein-N-acetyl-3,4,6-O-triacetyl-β-D-glucopyranoside
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 61.2% |
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In dichloromethane; water at 10 - 20℃; for 3h; |
1 1. Synthesis of thymolphthalein-N-acetyl-3,4,6-O-triacetyl-β-D-glucopyranoside
preparation method as follow: thymolphthalein (4.3 g, 10 mmol), TBAHS (3. 4 g, 10 mmol), 2-acetamido-3,4,6 -tri-O-acetyl -2-deoxy- A -D-glucopyranoside (3.65g, 10 mmol) dissolved in dichloromethane and cooled down to 10 degrees. After adding 30 ml of 1N potassium carbonate aqueous solution, the mixture was stirred at room temperature for 3 hours, and the mixture was separated and dried over anhydrous sodium sulfate. The organic phase is concentrated to dry column to obtain thymolphthalein-N-acetyl-3,4,6-O-triacetyl-β-D-glucapyranoside (Yield 4.5 g, yield 61.2%). |
- 9
-
[ 125-20-2 ]
-
[ 21085-72-3 ]
-
thymolphthalein β-D-glucuronide
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 35% |
Stage #1: thymolphthalein; 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester With silver(l) oxide In methanol at 20℃; for 8h;
Stage #2: With methanol; sodium hydroxide at 20℃; for 4h; |
3-4 Example 3:
Add 5.0 g of acetyl bromide-α-D-glucuronate and 4.2 g of thymolphthalein to a round-bottom flask, add 25 mL of methanol and then add 1.46 g of silver oxide, and react at room temperature for 8 h; after the reaction is complete, add while stirring 2.0 g NaOH, react at room temperature for 4 h. After the reaction is completed, add 17 mL of 10% aqueous hydrochloric acid to adjust the pH to 2-3. Rotate to remove the polar solvent and purify by reverse phase column to obtain the product thymolphthalein-β-D-glucose Aldehydic acid, that is, the compound of formula II wherein R1 is a methyl group and R2 is an isopropyl group, is an off-white powder. Yield: 2.3g; yield: 35%; HPLC content: 97%. |
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