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

Base Information

Chemical Name:t-butyl (2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionate
CAS No.:324781-24-0
Molecular Formula:C₂₃H₃₁N₅O₄
Molecular Weight:441.53
Hs Code.:

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

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

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

There total 8 articles about t-butyl (2S)-hydroxy-3-[4-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionate 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:

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

: 56602-33-6
(benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

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

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N-methyl-acetamide; dichloromethane;

Reference yield:

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

: tert-butyl 3-amino-(2S)-hydroxypropionate

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

Guidance literature:: 4-{4-(Pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 3h;

tert-butyl 3-amino-(2S)-hydroxypropionate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at -10 ℃; for 2h;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 5382-16-1
4-HYDROXYPIPERIDINE

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

Guidance literature:: Multi-step reaction with 6 steps

1.1: 77 percent / dimethylsulfoxide / 72 h / 120 °C

2.1: 51 percent / P(n-Bu)3; 1,1'-(azodicarbonyl)dipiperidine / benzene / 23 h / 0 - 20 °C

3.1: 99 percent / hydrazine monohydrate / methanol / 16 h / 20 °C

4.1: 64 percent / (i-Pr)2NEt / dimethylformamide / 10 h / 125 °C

5.1: 82 percent / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

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

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

With sodium hydroxide; tributylphosphine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.bmc.2005.10.061