[3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester

Base Information

Chemical Name:[3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester
CAS No.:871309-06-7
Molecular Formula:C₂₃H₃₁NO₄
Molecular Weight:385.503
Hs Code.:

Synonyms:[3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester

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Chemical Property of [3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester

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Technology Process of [3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester

There total 12 articles about [3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester 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: 79.0%

: 871309-04-5
[3-benzyloxy-4-(1,1-dimethyl-2-triisopropylsilanyloxyethyl)benzyl]carbamic acid tert-butyl ester

: 871309-06-7
[3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 45 - 50 ℃; for 3h;
DOI:10.1016/j.bmcl.2005.08.038

Reference yield:

: 871308-86-0
[3-(3-methylbut-2-enyloxy)phenyl]acetic acid ethyl ester

: 871309-06-7
[3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 16.7 g / formamide / 22 h / 150 °C

2.1: sodium ethoxide / ethanol / 1 h / 25 °C

2.2: ethanol / 20 °C

3.1: ozone / CH₂Cl₂ / -70 °C

3.2: 95 percent / triphenylphosphine / CH₂Cl₂ / 0.5 h / -70 °C

4.1: sodium borohydride / ethanol / 0 - 5 °C

5.1: 16.9 g / imidazole / dimethylformamide / 0 - 20 °C

6.1: 17.7 g / aq. LiOH / tetrahydrofuran / 0 - 20 °C

7.1: 17.7 g / dipherylphosphoryl azide; triethylamine / CH₂Cl₂ / 0.5 h / 0 - 20 °C

8.1: toluene / 1 h / 80 °C

9.1: 12.5 g / toluene / 14 h / 80 °C

10.1: 79 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 45 - 50 °C

With 1H-imidazole; lithium hydroxide; sodium tetrahydroborate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; sodium ethanolate; ozone; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; formamide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2005.08.038

Reference yield:

: 871308-88-2
[4-(1,1-dimethylallyl)-3-hydroxyphenyl]acetic acid ethyl ester

: 871309-06-7
[3-benzyloxy-4-(2-hydroxy-1,1-dimethylethyl)benzyl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium ethoxide / ethanol / 1 h / 25 °C

1.2: ethanol / 20 °C

2.1: ozone / CH₂Cl₂ / -70 °C

2.2: 95 percent / triphenylphosphine / CH₂Cl₂ / 0.5 h / -70 °C

3.1: sodium borohydride / ethanol / 0 - 5 °C

4.1: 16.9 g / imidazole / dimethylformamide / 0 - 20 °C

5.1: 17.7 g / aq. LiOH / tetrahydrofuran / 0 - 20 °C

6.1: 17.7 g / dipherylphosphoryl azide; triethylamine / CH₂Cl₂ / 0.5 h / 0 - 20 °C

7.1: toluene / 1 h / 80 °C

8.1: 12.5 g / toluene / 14 h / 80 °C

9.1: 79 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 45 - 50 °C

With 1H-imidazole; lithium hydroxide; sodium tetrahydroborate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; sodium ethanolate; ozone; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2005.08.038