tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Base Information

Chemical Name:tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate
CAS No.:247034-50-0
Molecular Formula:C₃₁H₃₇FN₆O₅
Molecular Weight:592.67
Hs Code.:

Synonyms:tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

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Chemical Property of tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

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Technology Process of tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

There total 9 articles about tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-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:

: 5382-16-1
4-HYDROXYPIPERIDINE

: 247034-50-0
tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / dimethylsulfoxide / 72 h / 120 °C

2: 92 percent / Et₃N / CH₂Cl₂ / 1 h

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

4: 85 percent / H₂; AcOH / Pd/C / dioxane / 4 h / 20 °C

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

6: 5.78 g / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

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

With 4-methyl-morpholine; sodium hydroxide; sodium azide; hydrogen; 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; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 247035-19-4
methyl 3-fluoro-4-(4-hydroxypiperidin-1-yl)benzoate

: 247034-50-0
tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / Et₃N / CH₂Cl₂ / 1 h

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

3: 85 percent / H₂; AcOH / Pd/C / dioxane / 4 h / 20 °C

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

5: 5.78 g / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

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

With 4-methyl-morpholine; sodium hydroxide; sodium azide; hydrogen; 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; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 247035-20-7
methyl (4-azidopiperidin-1-yl)-3-fluorobenzoate

: 247034-50-0
tert-butyl (2S)-(benzyloxycarbonyl)amino-3-[3-fluoro-4-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / H₂; AcOH / Pd/C / dioxane / 4 h / 20 °C

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

3: 5.78 g / NaOH / methanol; tetrahydrofuran; H₂O / 8 h / 40 °C

4: 1-hydroxybenzotriazole hydrate; N-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 13 h

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