(2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid

Base Information

• Chemical Name: (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid
• CAS No.: 334792-95-9
• Molecular Formula: C₂₆H₂₇F₃N₆O₅S
• Molecular Weight: 592.599
• Mol file: 334792-95-9.mol

Synonyms:(2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid

Chemical Property of (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid

There total 13 articles about (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)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: 73.0%

→ (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid (334792-95-9)

Guidance literature:

Reference yield:

tert-butyl (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionate (334792-94-8) → (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid (334792-95-9)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/j.bmc.2006.01.062

Reference yield:

Methyl 3-(4-oxopiperidin-1-yl)-5-(trifluoromethyl)benzoate (334792-87-9) → (2S)-benzenesulfonylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}-5-(trifluoromethyl)benzoylamino]propionic acid (334792-95-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 4.3 g / sodium borohydride / tetrahydrofuran / 3.5 h / 20 °C

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

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

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

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

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

7: 97 mg / benzotriazol-1-yloxytri(dimethylamino)phosphonium PF₆; ethyldiisopropylamine / dimethylformamide; CH₂Cl₂ / 16 h / 20 °C

8: anisole; trifluoroacetic acid / CH₂Cl₂ / 8 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.01.062

upstream raw materials:

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

methyl 3-(4-aminopiperidin-1-yl)-5-(trifluoromethyl)benzoate

Methyl 3-(4-oxopiperidin-1-yl)-5-(trifluoromethyl)benzoate

methyl 3-(4-hydroxypiperidin-1-yl)-5-(trifluoromethyl)benzoate