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

Base Information

Chemical Name:2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)oxazole-5-carboxamide
CAS No.:1289562-83-9
Molecular Formula:C₂₇H₃₄N₂O₃Si
Molecular Weight:462.664
Hs Code.:

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

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

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

There total 15 articles about 2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)oxazole-5-carboxamide 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: 98.0%

: 1289562-79-3
methyl 2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)oxazole-5-carboxylate

: 1289562-83-9
2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)oxazole-5-carboxamide

Guidance literature:: With ammonia; In methanol; at 20 ℃; for 2h;
DOI:10.1021/jm101597x

Reference yield:

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

: 1289562-83-9
2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)oxazole-5-carboxamide

Guidance literature:: Multi-step reaction with 9 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: n-butyllithium / tetrahydrofuran / 2 h / -78 °C

8.2: 0.08 h

9.1: ammonia / methanol / 2 h / 20 °C

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

Reference yield:

: 40153-87-5
methyl 6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate

: 1289562-83-9
2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)oxazole-5-carboxamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: palladium 10% on activated carbon; perchloric acid; hydrogen; acetic acid / 16 h

2.1: water; hydrogen bromide; acetic acid / 2 h / Inert atmosphere; Reflux

3.1: sulfuric acid / 1 h / Inert atmosphere; Reflux

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

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

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

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

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

8.2: 0.67 h / -78 °C

8.3: 2 h / -78 °C

9.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

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

10.2: 0.08 h

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

11.2: 0.08 h

12.1: ammonia / methanol / 2 h / 20 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; perchloric acid; borane-THF; sulfuric acid; palladium 10% on activated carbon; ammonia; water; hydrogen bromide; hydrogen; sodium carbonate; Dess-Martin periodane; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 5.1: Suzuki coupling;
DOI:10.1021/jm101597x