(S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Base Information

Chemical Name:(S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate
CAS No.:847153-57-5
Molecular Formula:C₃₃H₃₀N₂O₃
Molecular Weight:502.613
Hs Code.:

Synonyms:(S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

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Chemical Property of (S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Chemical Property:

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Technology Process of (S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

There total 9 articles about (S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate 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: 70.0%

: 100-51-6,185532-71-2
benzyl alcohol

: (4R)-3-{2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoyl}-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 191090-32-1
(R)-4-(1-methylethyl)-5,5-diphenyl-1,3-oxazolidin-2-one

: 847153-57-5
(S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Guidance literature:: benzyl alcohol; With n-butyllithium; In tetrahydrofuran; hexane; at -10 ℃; for 0.166667h;

(4R)-3-{2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoyl}-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one; In tetrahydrofuran; hexane; at -78 - -20 ℃;
DOI:10.1002/hlca.200490280

Reference yield:

: 1H-imidazole-4-acrylic acid hydrochloride

: 847153-57-5
(S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 6.32 g / aq. NaOH; H₂ / Pd/C / 17 h / 20 °C

2.1: 7.87 g / HCl / 2 h / Heating

3.1: 15.9 g / Et₃N / dimethylformamide / 72 h / 20 °C

4.1: 10.1 g / LiOH*H₂O / tetrahydrofuran; H₂O / 15 h / 20 °C

5.1: Et₃N / tetrahydrofuran / 1.17 h / -30 °C

6.1: BuLi / tetrahydrofuran / 0 °C

6.2: 14.1 g / tetrahydrofuran / 15 h / 0 - 20 °C

7.1: TiCl₄; Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

7.2: 70 percent / TiCl₄ / CH₂Cl₂ / 3 h / -30 - 0 °C

8.1: BuLi / tetrahydrofuran; hexane / 0.17 h / -10 °C

8.2: 70 percent / tetrahydrofuran; hexane / -78 - -20 °C

With hydrogenchloride; lithium hydroxide; sodium hydroxide; n-butyllithium; hydrogen; titanium tetrachloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490280

Reference yield:

: 53958-93-3
3-(4-imidazolyl)propionic acid monohydrochloride

: 847153-57-5
(S)-benzyl 2-(hydroxymethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 7.87 g / HCl / 2 h / Heating

2.1: 15.9 g / Et₃N / dimethylformamide / 72 h / 20 °C

3.1: 10.1 g / LiOH*H₂O / tetrahydrofuran; H₂O / 15 h / 20 °C

4.1: Et₃N / tetrahydrofuran / 1.17 h / -30 °C

5.1: BuLi / tetrahydrofuran / 0 °C

5.2: 14.1 g / tetrahydrofuran / 15 h / 0 - 20 °C

6.1: TiCl₄; Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

6.2: 70 percent / TiCl₄ / CH₂Cl₂ / 3 h / -30 - 0 °C

7.1: BuLi / tetrahydrofuran; hexane / 0.17 h / -10 °C

7.2: 70 percent / tetrahydrofuran; hexane / -78 - -20 °C

With hydrogenchloride; lithium hydroxide; n-butyllithium; titanium tetrachloride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490280