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

Base Information

Chemical Name:methyl 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carboxylate
CAS No.:1289563-38-7
Molecular Formula:C₂₃H₂₃NO₅
Molecular Weight:393.439
Hs Code.:

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

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

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

There total 11 articles about methyl 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carboxylate 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: 62.0%

: 1289563-36-5
methyl 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(tert-butyldimethylsilyloxy)methyl)oxazole-5-carboxylate

: 1289563-38-7
methyl 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carboxylate

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

Reference yield:

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

: 1289563-38-7
methyl 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carboxylate

Guidance literature:: Multi-step reaction with 7 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: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

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

Reference yield:

: 161454-24-6,161454-25-7,171499-23-3
methyl 6-(benzyloxy)-1,2,3,4-tetrahydronaphthalene-2-carboxylate

: 1289563-38-7
methyl 2-((6-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)(hydroxy)methyl)oxazole-5-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

3.2: 0.67 h / -78 °C

3.3: 2 h / -78 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C

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

5.2: 0.08 h

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

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm101597x