(2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid

Base Information

Chemical Name:(2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid
CAS No.:234081-02-8
Molecular Formula:C₁₈H₂₆N₆O₃
Molecular Weight:374.443
Hs Code.:

Synonyms:(2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid

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Chemical Property of (2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid

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Technology Process of (2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid

There total 7 articles about (2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid 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: 65.0%

: 234081-00-6
(2S)-benzyloxycarbonylamino-3-[4-{4-(pyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid

: 234081-02-8
(2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid

Guidance literature:: With hydrogenchloride; hydrogen; acetic acid; palladium on activated charcoal; at 20 ℃; for 4h; under 2280 Torr;
DOI:10.1016/j.bmc.2005.10.060

Reference yield:

: 233283-14-2
ethyl 4-{4-(pyrimidin-2-yl)-piperazin-1-yl}-benzoate

: 234081-02-8
(2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / NaOH / methanol; tetrahydrofuran; H₂O / 5 h / 40 °C

2: 27 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 24 h / 20 °C

3: 17 percent / trifluoroacetic acid / CH₂Cl₂ / 5 h / 20 °C

4: 65 percent / H₂; AcOH; aq. HCl / Pd/C / 4 h / 20 °C / 2280 Torr

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.060

Reference yield:

: 234081-73-3
4-{4-(Pyrimidin-2-yl)-piperazin-1-yl}-benzoic acid

: 234081-02-8
(2S)-amino-3-[4-{4-(1,4,5,6-tetrahydropyrimidin-2-yl)-piperazin-1-yl}-benzoylamino]-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 27 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 24 h / 20 °C

2: 17 percent / trifluoroacetic acid / CH₂Cl₂ / 5 h / 20 °C

3: 65 percent / H₂; AcOH; aq. HCl / Pd/C / 4 h / 20 °C / 2280 Torr

With 4-methyl-morpholine; hydrogenchloride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.060