(2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:(2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester
CAS No.:698353-90-1
Molecular Formula:C₄₀H₄₁N₃O₄
Molecular Weight:627.783
Hs Code.:

Synonyms:(2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester

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Chemical Property of (2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester

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Technology Process of (2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester

There total 4 articles about (2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester 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: 44.0%

: [5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]methyl-triphenyl-phosphonium chloride

: 78553-60-3
1,1-dimethylethyl (S)-4-oxo-2-[[(phenylmethoxy)-carbonyl]amino]butanoate

: (2S,4Z)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester

: 698353-90-1
(2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester

Guidance literature:: [5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]methyl-triphenyl-phosphonium chloride; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 0.75h;

1,1-dimethylethyl (S)-4-oxo-2-[[(phenylmethoxy)-carbonyl]amino]butanoate; In tetrahydrofuran; hexane; at -70 - 20 ℃; for 2h;
DOI:10.1016/j.bmc.2004.01.016

Reference yield:

: 76-83-5
trityl chloride

: 698353-90-1
(2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 73 percent / Et₃N / dimethylformamide / 3 h / 0 °C

2.1: thionyl chloride / CH₂Cl₂; dimethylformamide / 5 h / 0 °C

3.1: dimethylformamide / 5 h / 90 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -70 °C

4.2: 44 percent / tetrahydrofuran; hexane / 2 h / -70 - 20 °C

With n-butyllithium; thionyl chloride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 4.2: Wittig reaction;
DOI:10.1016/j.bmc.2004.01.016

Reference yield:

: 106147-84-6
4-Hydroxymethyl-5-methyl-1-(triphenylmethyl)imidazole

: 698353-90-1
(2S,4E)-5-[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]-2-[[(phenylmethoxy)carbonyl]amino]-4-pentenoic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / CH₂Cl₂; dimethylformamide / 5 h / 0 °C

2.1: dimethylformamide / 5 h / 90 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -70 °C

3.2: 44 percent / tetrahydrofuran; hexane / 2 h / -70 - 20 °C

With n-butyllithium; thionyl chloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3.2: Wittig reaction;
DOI:10.1016/j.bmc.2004.01.016