2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(tert-butyldimethylsilyloxy)methyl)oxazole

Base Information

Chemical Name:2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(tert-butyldimethylsilyloxy)methyl)oxazole
CAS No.:1289563-32-1
Molecular Formula:C₂₇H₃₅NO₃Si
Molecular Weight:449.665
Hs Code.:

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

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

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

There total 9 articles about 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(tert-butyldimethylsilyloxy)methyl)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: 98.0%

: 1289563-30-9
(6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(oxazol-2-yl)methanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1289563-32-1
2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(tert-butyldimethylsilyloxy)methyl)oxazole

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/jm101597x

Reference yield:

: 1289563-28-5
6-(benzyloxy)-1,2,3,4-tetrahydronaphthalene-2-carboxaldehyde

: 1289563-32-1
2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(tert-butyldimethylsilyloxy)methyl)oxazole

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 0.67 h / -78 °C

1.3: 2 h / -78 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

With 1H-imidazole; borane-THF; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm101597x

Reference yield:

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

: 1289563-32-1
2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(tert-butyldimethylsilyloxy)methyl)oxazole

Guidance literature:: Multi-step reaction with 5 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

With 1H-imidazole; lithium aluminium tetrahydride; borane-THF; Dess-Martin periodane; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Mitsunobu alkylation;
DOI:10.1021/jm101597x