(S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea

Base Information

Chemical Name:(S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea
CAS No.:1450733-41-1
Molecular Formula:C₃₀H₄₇N₃O₄Si
Molecular Weight:541.806
Hs Code.:

Synonyms:(S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea

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Chemical Property of (S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea

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Technology Process of (S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea

There total 10 articles about (S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea 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: 82.0%

: 17328-08-4
benzyl(piperidin-1-yl)amine

: 1450733-38-6
(S)-imidazole-1-carboxylic acid (1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)amide

: 1450733-41-1
(S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea

Guidance literature:: (S)-imidazole-1-carboxylic acid (1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)amide; With methyl iodide; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;

benzyl(piperidin-1-yl)amine; With triethylamine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.06.018

Reference yield:

: 13512-31-7
N-(benzyloxycarbonyl)-L-tyrosine methyl ester

: 1450733-41-1
(S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane / 2.67 h / -78 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / 12 h / 20 °C / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

5.1: 5%-palladium/activated carbon; hydrogen / methanol / 3 h / 20 °C

6.1: tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

7.1: methyl iodide / acetonitrile / 12 h / 20 °C / Inert atmosphere

7.2: 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; 5%-palladium/activated carbon; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2013.06.018

Reference yield:

: 1450733-33-1
(S)-(1-(4-hydroxybenzyl)-2,2-dimethoxyethyl)carbamic acid benzyl ester

: 1450733-41-1
(S)-1-benzyl-3-(1-(p-(tert-butyldimethylsilyloxy)benzyl)-2,2-dimethoxyethyl)-1-piperidin-1-ylurea

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2.1: 5%-palladium/activated carbon; hydrogen / methanol / 3 h / 20 °C

3.1: tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

4.1: methyl iodide / acetonitrile / 12 h / 20 °C / Inert atmosphere

4.2: 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; 5%-palladium/activated carbon; hydrogen; methyl iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2013.06.018