2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile

Base Information

Chemical Name:2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile
CAS No.:1289563-44-5
Molecular Formula:C₂₂H₂₀N₂O₃
Molecular Weight:360.412
Hs Code.:

Synonyms:2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile

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Chemical Property of 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile

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Technology Process of 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile

There total 14 articles about 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile 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: 32.0%

: 1289563-42-3
2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(tert-butyldimethylsilyloxy)methyl)oxazole-5-carbonitrile

: 1289563-44-5
2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm101597x

Reference yield: 32.0%

: 1289563-44-5
2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile

Guidance literature:

Reference yield:

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

: 1289563-44-5
2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carbonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

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

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

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

4.2: 0.67 h / -78 °C

4.3: 2 h / -78 °C

5.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

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

6.2: 0.08 h

7.1: ammonia / methanol / 2 h / 20 °C

8.1: pyridine; trifluoroacetic anhydride / 1,4-dioxane / 2 h / 20 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; ammonia; Dess-Martin periodane; triphenylphosphine; trifluoroacetic anhydride; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Mitsunobu alkylation;
DOI:10.1021/jm101597x