N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide

Base Information

Chemical Name:N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide
CAS No.:1380697-56-2
Molecular Formula:C₁₉H₂₂N₂O₃
Molecular Weight:326.395
Hs Code.:

N<sub>1</sub>-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide

Synonyms:N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide

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Chemical Property of N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide

Chemical Property:

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Technology Process of N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide

There total 15 articles about N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide 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:

: 57234-28-3
1-methoxy-3-(methoxymethoxy)benzene

: 1380697-56-2
N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-butyllithium / tetrahydrofuran / 2 h / -78 - -70 °C

1.2: 2 h / 20 °C

2.1: hydrogenchloride / dichloromethane / 0.5 h

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C

3.2: 2 h / 20 °C

4.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 3 h / Reflux

5.1: boron tribromide / dichloromethane / 2 h / 20 °C / Cooling with ice

6.1: potassium carbonate / acetonitrile / 3 h / Reflux

7.1: zinc; water; ammonium chloride / tetrahydrofuran / 2 h / 40 °C

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 100 °C / Microwave irradiation

9.1: hydrogenchloride / ethyl acetate / 0.5 h

9.2: pH 7

With hydrogenchloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; boron tribromide; sodium hydride; potassium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; zinc; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

Reference yield:

: 1380697-55-1
1,1-dimethylethyl [(1R)-2-({4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}amino)-1-methyl-2-oxoethyl]carbamate

: 1380697-56-2
N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide

Guidance literature:: 1,1-dimethylethyl [(1R)-2-({4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}amino)-1-methyl-2-oxoethyl]carbamate; With hydrogenchloride; In ethyl acetate; for 0.5h;

With sodium carbonate; In water; ethyl acetate; pH=7;

Reference yield:

: 150-19-6
O-methylresorcine

: 1380697-56-2
N₁-{4-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]phenyl}-D-alaninamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Cooling with ice

1.2: 2 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 2 h / -78 - -70 °C

2.2: 2 h / 20 °C

3.1: hydrogenchloride / dichloromethane / 0.5 h

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C

4.2: 2 h / 20 °C

5.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 3 h / Reflux

6.1: boron tribromide / dichloromethane / 2 h / 20 °C / Cooling with ice

7.1: potassium carbonate / acetonitrile / 3 h / Reflux

8.1: zinc; water; ammonium chloride / tetrahydrofuran / 2 h / 40 °C

9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 100 °C / Microwave irradiation

10.1: hydrogenchloride / ethyl acetate / 0.5 h

10.2: pH 7

With hydrogenchloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; boron tribromide; sodium hydride; potassium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; zinc; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;