N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide

Base Information

Chemical Name:N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide
CAS No.:337511-01-0
Molecular Formula:C₃₅H₅₃NO₅Si
Molecular Weight:595.895
Hs Code.:

Synonyms:N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide

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Chemical Property of N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide

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Technology Process of N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide

There total 5 articles about N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide 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: 85.0%

: 175348-37-5
(Z)-1-iodo-2-(p-methoxybenzyloxy)methyl-1,3-butadiene

: 337511-00-9
N,N-diethyl-2-formyl-4-triisopropylsilanyloxymethylbenzamide

: 337511-01-0
N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide

Guidance literature:: (Z)-1-iodo-2-(p-methoxybenzyloxy)methyl-1,3-butadiene; With sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.05h;

N,N-diethyl-2-formyl-4-triisopropylsilanyloxymethylbenzamide; at -78 - 0 ℃; Further stages.;
DOI:10.5555/ol015559y

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 337511-01-0
N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / imidazole / dimethylformamide / 1 h / 21 °C

2.1: s-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 68 percent / tetrahydrofuran / 0.42 h / -78 °C

3.1: s-BuLi; TMEDA / tetrahydrofuran / 0.25 h / -78 °C

3.2: 88 percent / tetrahydrofuran / 15 h / -78 °C

4.1: s-BuLi / tetrahydrofuran / 0.05 h / -78 °C

4.2: 85 percent / -78 - 0 °C

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.5555/ol015559y

Reference yield:

: 873-75-6
4-bromobenzenemethanol

: 337511-01-0
N,N-diethyl-2-[1-hydroxy-3-(4-methoxy-benzyloxymethyl)-penta-2,4-dienyl]-4-triisopropylsilanyloxymethylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / imidazole / dimethylformamide / 1 h / 21 °C

2.1: s-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2.2: 68 percent / tetrahydrofuran / 0.42 h / -78 °C

3.1: s-BuLi; TMEDA / tetrahydrofuran / 0.25 h / -78 °C

3.2: 88 percent / tetrahydrofuran / 15 h / -78 °C

4.1: s-BuLi / tetrahydrofuran / 0.05 h / -78 °C

4.2: 85 percent / -78 - 0 °C

With 1H-imidazole; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.5555/ol015559y