(2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

Base Information

Chemical Name:(2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid
CAS No.:324781-26-2
Molecular Formula:C₁₉H₂₃N₅O₄
Molecular Weight:385.423
Hs Code.:

Synonyms:(2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

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Chemical Property of (2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

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Technology Process of (2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

There total 9 articles about (2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-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:

: 324781-24-0
t-butyl (2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionate

: 324781-26-2
(2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 247034-90-8
4-{4-(Pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid

: 324781-26-2
(2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: (i-Pr)2NEt; BOP / dimethylformamide; CH₂Cl₂ / 3 h / 20 °C

1.2: (i-Pr)2NEt / dimethylformamide; CH₂Cl₂ / 2 h / -10 °C

2.1: CF₃CO₂H / CH₂Cl₂ / 2 h / 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 247034-88-4
ethyl 4-(4-aminopiperidin-1-yl)benzoate

: 324781-26-2
(2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 64 percent / (i-Pr)2NEt / dimethylformamide / 10 h / 125 °C

2.1: 82 percent / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

3.1: (i-Pr)2NEt; BOP / dimethylformamide; CH₂Cl₂ / 3 h / 20 °C

3.2: (i-Pr)2NEt / dimethylformamide; CH₂Cl₂ / 2 h / -10 °C

4.1: CF₃CO₂H / CH₂Cl₂ / 2 h / 20 °C

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.061