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

Base Information

Chemical Name:2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)oxazole
CAS No.:1289562-88-4
Molecular Formula:C₃₁H₃₆N₂O₂Si
Molecular Weight:496.725
Hs Code.:

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

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

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

There total 25 articles about 2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)oxazole 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: 36.0%

: 109-04-6
2-bromo-pyridine

: 1289562-77-1
2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(tributylstannyl)oxazole

: 1289562-88-4
2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)oxazole

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 16h; Reflux; Inert atmosphere;
DOI:10.1021/jm101597x

Reference yield: 30.0%

: 109-04-6
2-bromo-pyridine

: 1289564-07-3
2-((tert-butyldimethylsilyloxy)(5-phenoxyindan-2-yl)methyl)-5-(tributylstannyl)oxazole

: 1289562-88-4
2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)oxazole

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 16h; Reflux; Inert atmosphere;
DOI:10.1021/jm101597x

Reference yield:

: 65844-44-2
methyl 6-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

: 1289562-88-4
2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)oxazole

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine / 0 - 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 16 h / Reflux; Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

4.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

5.1: borane-THF / tetrahydrofuran / 1 h / 20 °C

5.2: 0.67 h / -78 °C

5.3: 2 h / -78 °C

6.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

7.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

7.2: 0.08 h

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 16 h / Reflux; Inert atmosphere

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; borane-THF; sodium carbonate; Dess-Martin periodane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 2.1: Suzuki coupling / 8.1: Stille coupling;
DOI:10.1021/jm101597x