Ethyl 2-(acetylamino)-3-[3,5-diiodo-4-(4-methoxyphenoxy)phenyl]propanoate synthesis
- Product Name:Ethyl 2-(acetylamino)-3-[3,5-diiodo-4-(4-methoxyphenoxy)phenyl]propanoate
- CAS Number:83249-56-3
- Molecular formula:C20H21I2NO5
- Molecular Weight:609.19
5720-07-0
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Yield:83249-56-3 89.7%
Reaction Conditions:
Stage #1: 4-methoxyphenylboronic acid;N-acetyl-3,5-diiodo-L-tyrosine ethyl esterwith copper(II) perchlorate hexahydrate in dichloromethane at 25; for 0.166667 h;
Stage #2: with pyridine in dichloromethane at 25; for 3 h;Reagent/catalyst;
Steps:
5; 6 Example 6 Synthesis of N-acetyl-O-(4-methoxyphenyl)-3,5-diiodo-L-tyrosine LT-3
Add 5 g of N-acetyl-3,5-diiodo-L-tyrosine ethyl ester to a 250 mL reaction flask.4.6 g of p-methoxyphenylboronic acid, 3.71 g of copper perchlorate hexahydrate and 50 mL of dichloromethane, and the reaction was stirred at 25 °C for 10 minutes. 2.37 g of pyridine was added, and the reaction was stirred at 25 °C for 3 hours. After the reaction was completed, it was diluted with 50 mL of dichloromethane.After suction filtration, the filter cake was washed with 20 mL of dichloromethane, and the filtrate was sequentially washed with 5% aqueous citric acid (100 mL*2).The organic layer was dried over anhydrous sodium sulfate (MgSO4)The resulting crude product was added under beating 25mL of MTBE at room temperature overnight, filtered off with suction, the filter cake with methyl tert-butyl ether 10mL rinsed, The filter cake was vacuum dried at 40 °C for 5 hours to obtain 5.41 g of a white powdery solid, yield 89.7%, purity 98.85%.
References:
CN109761830,2019,A Location in patent:Paragraph 0009; 0032; 0033
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