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ChemicalBook CAS DataBase List Efavirenz
154598-52-4

Efavirenz synthesis

9synthesis methods
209414-27-7 Synthesis
(S)-1-(2-Amino-5-chlorophenyl)-1-(trifluoromethyl)-3-cyclopropyl-2-propyn-1-ol

209414-27-7
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Yield:154598-52-4 98%

Reaction Conditions:

with 1,8-diazabicyclo[5.4.0]undec-7-ene in tetrahydrofuran at 20 - 60; for 2 h;

Steps:

2
EXAMPLE-2 Preparation of Efavirenz From (S)-Amino Alcohol by Using Diphenylcarbonate: 1.5 g of (S)-amino alcohol (5.19 mmol) was dissolved in THF (20 ml) and DBU (1.7 ml, 11.42 mmol) was added at room temperature. Then diphenylcarbonate (4.443 g, 19.38 mmol) was added and the mixture was further stirred at 60° C. for 2h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was successively washed with aqueous hydrochloric acid, DM water and brine, concentrated and purified on silica gel column chromatography to get 90-98% yield of pure Efavirenz (HPLC purity=99.7%).

References:

LUPIN LIMITED US2012/108809, 2012, A1 Location in patent:Page/Page column 2-3

1381993-90-3

1381993-90-3
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154801-74-8 Synthesis
Enantiomer Efavirenz

154801-74-8
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