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

Base Information

Chemical Name:(2S)-acetamido-3-[3-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid
CAS No.:334793-01-0
Molecular Formula:C₂₁H₂₆N₆O₄
Molecular Weight:426.475
Hs Code.:

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

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

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

There total 21 articles about (2S)-acetamido-3-[3-{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:

: 5382-16-1
4-HYDROXYPIPERIDINE

: 334793-01-0
(2S)-acetamido-3-[3-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 19 percent / dimethylsulfoxide / 5 h / 100 °C

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

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

4: 410 mg / hydrogen / Pd/C / dioxane; H₂O / 10 h / 20 °C

5: 67 percent / ethyldiisopropylamine / dimethylsulfoxide / 6 h / 120 °C

6: 63 percent / H₂SO₄ / H₂O / 4 h / 80 °C

7: 95 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 13 h / 20 °C

8: 63 percent / hydrogen / Pd/C / tetrahydrofuran / 4 h / 20 °C

9: 77 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

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

With 4-methyl-morpholine; sodium azide; sulfuric acid; hydrogen; benzotriazol-1-ol; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.062

Reference yield:

: 334793-00-9
tert-butyl (2S)-acetylamino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

: 334793-01-0
(2S)-acetamido-3-[3-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: With methoxybenzene; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1016/j.bmc.2006.01.062

Reference yield:

: 891854-14-1
3-(4-hydroxypiperidin-1-yl)benzonitrile

: 334793-01-0
(2S)-acetamido-3-[3-{4-(pyrimidin-2-ylamino)-piperidin-1-yl}benzoylamino]propionic acid

Guidance literature:: Multi-step reaction with 9 steps

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

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

3: 410 mg / hydrogen / Pd/C / dioxane; H₂O / 10 h / 20 °C

4: 67 percent / ethyldiisopropylamine / dimethylsulfoxide / 6 h / 120 °C

5: 63 percent / H₂SO₄ / H₂O / 4 h / 80 °C

6: 95 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 13 h / 20 °C

7: 63 percent / hydrogen / Pd/C / tetrahydrofuran / 4 h / 20 °C

8: 77 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

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

With 4-methyl-morpholine; sodium azide; sulfuric acid; hydrogen; benzotriazol-1-ol; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.062