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

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Chemical Name:(2S)-benzenesulfonylamino-3-[3-hydroxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionic acid
CAS No.:247034-74-8
Molecular Formula:C₂₅H₂₈N₆O₆S
Molecular Weight:540.6
Hs Code.:

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

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

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

There total 10 articles about (2S)-benzenesulfonylamino-3-[3-hydroxy-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: 40.0%

: 247034-71-5
tert-butyl (2S)-benzenesulfonylamino-3-[3-methoxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

: 247034-74-8
(2S)-benzenesulfonylamino-3-[3-hydroxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: With boron tribromide; In dichloromethane; 1,2-dichloro-ethane; at 40 ℃; for 7h;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 5382-16-1
4-HYDROXYPIPERIDINE

: 247034-74-8
(2S)-benzenesulfonylamino-3-[3-hydroxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 47 percent / dimethylsulfoxide / 72 h / 120 °C

2: Et₃N / CH₂Cl₂ / 1 h

3: NaN₃ / dimethylformamide / 5 h / 80 °C

4: H₂; AcOH / Pd/C / dioxane / 4 h / 20 °C

5: (i-Pr)2NEt / dimethylformamide / 10 h / 125 °C

6: 261 mg / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

7: 100 percent / 1-hydroxybenzotriazole hydrate; N-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 13 h

8: 40 percent / BBr₃ / 1,2-dichloro-ethane; CH₂Cl₂ / 7 h / 40 °C

With 4-methyl-morpholine; sodium hydroxide; sodium azide; hydrogen; boron tribromide; acetic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 247035-42-3
methyl 4-(4-hydroxypiperidin-1-yl)-3-methoxybenzoate

: 247034-74-8
(2S)-benzenesulfonylamino-3-[3-hydroxy-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / CH₂Cl₂ / 1 h

2: NaN₃ / dimethylformamide / 5 h / 80 °C

3: H₂; AcOH / Pd/C / dioxane / 4 h / 20 °C

4: (i-Pr)2NEt / dimethylformamide / 10 h / 125 °C

5: 261 mg / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

6: 100 percent / 1-hydroxybenzotriazole hydrate; N-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 13 h

7: 40 percent / BBr₃ / 1,2-dichloro-ethane; CH₂Cl₂ / 7 h / 40 °C

With 4-methyl-morpholine; sodium hydroxide; sodium azide; hydrogen; boron tribromide; acetic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.061