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

Base Information

Chemical Name:(S)-benzyl 2-(azidomethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate
CAS No.:847153-58-6
Molecular Formula:C₃₃H₂₉N₅O₂
Molecular Weight:527.626
Hs Code.:

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

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

Chemical Property:

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

There total 11 articles about (S)-benzyl 2-(azidomethyl)-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: 83.0%

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

: 847153-58-6
(S)-benzyl 2-(azidomethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Guidance literature:: With tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; triphenylphosphine; In benzene; at 20 ℃; for 0.833333h;
DOI:10.1002/hlca.200490280

Reference yield:

: 1H-imidazole-4-acrylic acid hydrochloride

: 847153-58-6
(S)-benzyl 2-(azidomethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Guidance literature:: Multi-step reaction with 9 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

9.1: 83 percent / HN₃; diisopropyl azodicarboxylate; PPh₃ / benzene / 0.83 h / 20 °C

With hydrogenchloride; lithium hydroxide; sodium hydroxide; n-butyllithium; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; titanium tetrachloride; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; benzene; 9.1: Mitsunobu reaction;
DOI:10.1002/hlca.200490280

Reference yield:

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

: 847153-58-6
(S)-benzyl 2-(azidomethyl)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate

Guidance literature:: Multi-step reaction with 8 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

8.1: 83 percent / HN₃; diisopropyl azodicarboxylate; PPh₃ / benzene / 0.83 h / 20 °C

With hydrogenchloride; lithium hydroxide; n-butyllithium; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; titanium tetrachloride; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; benzene; 8.1: Mitsunobu reaction;
DOI:10.1002/hlca.200490280