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

Base Information

• Chemical Name: tert-butyl (2S)-{2-(morpholin-4-yl)acetylamino}-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate
• CAS No.: 334793-04-3
• Molecular Formula: C₂₉H₄₁N₇O₅
• Molecular Weight: 567.688
• Mol file: 334793-04-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 20 articles about tert-butyl (2S)-{2-(morpholin-4-yl)acetylamino}-3-[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: 66.0%

tert-butyl (2S)-amino-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate (334792-99-3) + morpholin-4-ylacetic acid (3235-69-6) → tert-butyl (2S)-{2-(morpholin-4-yl)acetylamino}-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate (334793-04-3)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 19h;

DOI:10.1016/j.bmc.2006.01.062

Reference yield: 66.0%

→ tert-butyl (2S)-{2-(morpholin-4-yl)acetylamino}-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate (334793-04-3)

Guidance literature:

Reference yield:

4-HYDROXYPIPERIDINE (5382-16-1) → tert-butyl (2S)-{2-(morpholin-4-yl)acetylamino}-3-[3-{4-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate (334793-04-3)

Guidance literature:

Multi-step reaction with 9 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: 66 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 19 h / 20 °C

With 4-methyl-morpholine; sodium azide; sulfuric acid; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 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

upstream raw materials:

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

morpholin-4-ylacetic acid

4-HYDROXYPIPERIDINE

3-(4-hydroxypiperidin-1-yl)benzonitrile

Downstream raw materials:

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

Refernces

• 1、 -. "m-SUBSTITUTED BENZOIC ACID DERIVATIVES EXHIBITING INTEGRIN ALPHA-V BETA-3 ANTAGONISM". . . Retrieved 2008/06/13.