N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide

Base Information

Chemical Name:N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide
CAS No.:454186-11-9
Molecular Formula:C₄₃H₄₇NO₇
Molecular Weight:689.849
Hs Code.:

<i>N</i>-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-<i>N</i>-(1-phenyl-ethyl)-acetamide

Synonyms:N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide

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Chemical Property of N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide

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Technology Process of N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide

There total 26 articles about N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide 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: 100.0%

: 454185-99-0
N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-{4-[5-(tert-butyl-dimethyl-silanyloxymethyl)-2-isopropoxy-phenoxy]-phenyl}-N-(1-phenyl-ethyl)-acetamide

: 454186-11-9
N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ol0261635

Reference yield:

: 14199-15-6
Methyl 4-hydroxyphenylacetate

: 454186-11-9
N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / -40 °C

2.1: 85 percent / potassium acetate; PdCl₂(dppf) / dioxane / 80 °C

3.1: diethanolamine / propan-2-ol; diethyl ether

3.2: hydrochloric acid / H₂O; tetrahydrofuran / 20 °C

4.1: 57 percent / copper(II) acetate; pyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 48 h / 20 °C

5.1: 100 percent / lithium hydroxide / methanol; tetrahydrofuran; H₂O / 2 h / 20 °C

6.1: 73 percent / 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 48 h / 0 °C

7.1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With pyridine; 2,6-dimethylpyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; 4 A molecular sieve; tetrabutyl ammonium fluoride; potassium acetate; copper diacetate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2,2'-iminobis[ethanol]; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ol0261635

Reference yield:

: 2973-78-6
3-bromo-4-hydroxybenzylaldehyde

: 454186-11-9
N-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-[4-(5-hydroxymethyl-2-isopropoxy-phenoxy)-phenyl]-N-(1-phenyl-ethyl)-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / potassium carbonate / dimethylsulfoxide / 12 h / 55 °C

2.1: 98 percent / sodium borohydride / tetrahydrofuran; methanol / 2 h / 20 °C

3.1: 95 percent / imidazole / dimethylformamide / 12 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 12 h / -78 - 20 °C

4.2: 82 percent / hydrogen peroxide / tetrahydrofuran / 24 h / 20 °C

5.1: 57 percent / copper(II) acetate; pyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 48 h / 20 °C

6.1: 100 percent / lithium hydroxide / methanol; tetrahydrofuran; H₂O / 2 h / 20 °C

7.1: 73 percent / 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 48 h / 0 °C

8.1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With pyridine; 1H-imidazole; lithium hydroxide; sodium tetrahydroborate; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; copper diacetate; potassium carbonate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ol0261635