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ChemicalBook CAS DataBase List AT-406

AT-406 synthesis

12synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 16 steps
1: thionyl chloride
2: dmap / acetonitrile
3: lithium triethylborohydride / tetrahydrofuran / -78 °C
4: toluene-4-sulfonic acid
5: boron trifluoride diethyl etherate / diethyl ether / -78 °C
6: hydrogenchloride / acetonitrile; 1,4-dioxane
7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane
8: ozone
9: hydrogen; palladium on activated charcoal / isopropyl alcohol
10: sodium tris(acetoxy)borohydride / tetrahydrofuran
11: N-ethyl-N,N-diisopropylamine / dichloromethane
12: lithium hydroxide / 1,4-dioxane; water
13: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane
14: hydrogenchloride / 1,4-dioxane; methanol
15: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane
16: hydrogenchloride / 1,4-dioxane; methanol

References:

Ray-Coquard;Bourhis;Delord;Vuagniaux;Zanna;Lu;Wang [Drugs of the Future,2017,vol. 42,# 12,p. 745 - 755]