2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole

Base Information

Chemical Name:2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole
CAS No.:1289564-64-2
Molecular Formula:C₃₀H₃₅N₃O₃Si
Molecular Weight:513.712
Hs Code.:

Synonyms:2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole

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Chemical Property of 2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole

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Technology Process of 2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole

There total 15 articles about 2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

: 1289564-62-0
N'-(2-(tert-butyldimethylsilyloxy)-2-(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetyl)picolinohydrazide

: 1289564-64-2
2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole

Guidance literature:: With triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/jm101597x

Reference yield:

: 1289564-46-0
2-hydroxy-2-(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetonitrile

: 1289564-64-2
2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogenchloride / ethyl acetate / 16 h / Reflux; Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

3: water; lithium hydroxide / tetrahydrofuran; methanol / 16 h / 20 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 20 °C

5: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 16 h / 20 °C

With 1H-imidazole; hydrogenchloride; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; p-toluenesulfonyl chloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm101597x

Reference yield:

: 1289564-48-2
methyl 2-hydroxy-2-(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetate

: 1289564-64-2
2-((tert-butyldimethylsilyloxy)(6-phenoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

2: water; lithium hydroxide / tetrahydrofuran; methanol / 16 h / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 20 °C

4: triethylamine; p-toluenesulfonyl chloride / dichloromethane / 16 h / 20 °C

With 1H-imidazole; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; p-toluenesulfonyl chloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm101597x