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

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Chemical Name:tert-butyl (2S)-benzenesulfonylamino-3-[5-fluoro-3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate
CAS No.:334792-61-9
Molecular Formula:C₂₉H₃₅FN₆O₅S
Molecular Weight:598.699
Hs Code.:

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

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Chemical Property of tert-butyl (2S)-benzenesulfonylamino-3-[5-fluoro-3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

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Technology Process of tert-butyl (2S)-benzenesulfonylamino-3-[5-fluoro-3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

There total 8 articles about tert-butyl (2S)-benzenesulfonylamino-3-[5-fluoro-3-{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: 100.0%

: 334792-60-8
5-fluoro-3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid

: 156185-89-6
tert-butyl (2S)-N-benzenesulfonyl-2,3-diaminopropionate

: 334792-61-9
tert-butyl (2S)-benzenesulfonylamino-3-[5-fluoro-3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1016/j.bmc.2006.01.062

Reference yield:

: 5382-16-1
4-HYDROXYPIPERIDINE

: 334792-61-9
tert-butyl (2S)-benzenesulfonylamino-3-[5-fluoro-3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 7 steps

1: 4.6 percent / cesium carbonate; (R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl / palladium(II) acetate / toluene / 7 h / 90 - 100 °C

2: triethylamine / CH₂Cl₂ / 0.17 h / 20 °C

3: sodium azide / dimethylformamide / 14 h / 80 °C

4: 54 mg / hydrogen / Pd/C / dioxane; H₂O / 10 h / 20 °C

5: 51 percent / ethyldiisopropylamine / dimethylsulfoxide / 6 h / 120 °C

6: 91 percent / NaOH / methanol; tetrahydrofuran; H₂O / 16 h / 45 °C

7: 100 percent / benzotriazol-1-yloxytri(dimethylamino)phosphonium PF₆; ethyldiisopropylamine / dimethylformamide; CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; sodium azide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2006.01.062

Reference yield:

: 334792-52-8
methyl 3-bromo-5-fluoro-benzoate

: 334792-61-9
tert-butyl (2S)-benzenesulfonylamino-3-[5-fluoro-3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 7 steps

1: 4.6 percent / cesium carbonate; (R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl / palladium(II) acetate / toluene / 7 h / 90 - 100 °C

2: triethylamine / CH₂Cl₂ / 0.17 h / 20 °C

3: sodium azide / dimethylformamide / 14 h / 80 °C

4: 54 mg / hydrogen / Pd/C / dioxane; H₂O / 10 h / 20 °C

5: 51 percent / ethyldiisopropylamine / dimethylsulfoxide / 6 h / 120 °C

6: 91 percent / NaOH / methanol; tetrahydrofuran; H₂O / 16 h / 45 °C

7: 100 percent / benzotriazol-1-yloxytri(dimethylamino)phosphonium PF₆; ethyldiisopropylamine / dimethylformamide; CH₂Cl₂ / 16 h / 20 °C

With sodium hydroxide; sodium azide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2006.01.062