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

Base Information

Chemical Name: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
CAS No.:454185-99-0
Molecular Formula:C₄₉H₆₁NO₇Si
Molecular Weight:804.111
Hs Code.:

<i>N</i>-[2-(3-benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-2-{4-[5-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-2-isopropoxy-phenoxy]-phenyl}-<i>N</i>-(1-phenyl-ethyl)-acetamide

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 21 articles about 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 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: 73.0%

: 454185-90-1
[2-(3-Benzyloxy-4,5-dimethoxy-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine

: 454185-91-2
{4-[5-(tert-butyl-dimethyl-silanyloxymethyl)-2-isopropoxy-phenoxy]-phenyl}-acetic acid

: 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

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃; for 48h;
DOI:10.1021/ol0261635

Reference yield:

: 2973-76-4
5-bromo-4-hydroxy-3-methoxybenzaldehyde

: 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

Guidance literature:: Multi-step reaction with 12 steps

1.1: 89 percent / sodium hydroxide; Adogen 464(R) / CH₂Cl₂ / 15 h / 20 °C

2.1: sodium borohydride / tetrahydrofuran; methanol / 2 h

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

4.1: n-butyllithium / 1 h / -78 °C

4.2: trimethyl borate / 12 h / -78 - 20 °C

4.3: 78 percent / hydrogen peroxide / 12 h / 20 °C

5.1: 75 percent / potassium carbonate / acetone / 12 h / Heating

6.1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 0 °C

7.1: SOCl₂ / benzene / 12 h / 20 °C

7.2: dimethylsulfoxide; benzene / 20 °C

8.1: 98 percent / sodium hydroxide / ethanol / 20 h / Heating

9.1: oxalyl chloride / benzene / 2 h / 20 °C

10.1: sodium hydroxide / H₂O; CH₂Cl₂ / 1 h / 20 °C

11.1: B₂H₆*THF; BF₃*Et₂O / tetrahydrofuran / Heating

11.2: 98 percent / hydrochloric acid / H₂O; tetrahydrofuran

12.1: 73 percent / 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 48 h / 0 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; thionyl chloride; oxalyl dichloride; B₂H₆-THF; Adogen 464(R); boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; potassium carbonate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene; 10.1: Schotten-Baumann reaction;
DOI:10.1021/ol0261635

Reference yield:

: 14199-15-6
Methyl 4-hydroxyphenylacetate

: 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

Guidance literature:: Multi-step reaction with 6 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

With pyridine; 2,6-dimethylpyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; 4 A molecular sieve; 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