3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid

Base Information

• Chemical Name: 3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid
• CAS No.: 1326228-75-4
• Molecular Formula: C₃₃H₃₃FN₄O₇
• Molecular Weight: 616.646
• Mol file: 1326228-75-4.mol

Synonyms:3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid

Chemical Property of 3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid

There total 7 articles about 3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-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: 79.0%

3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid ethyl ester → 3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid (1326228-75-4)

Guidance literature:

3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid ethyl ester; With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;

With hydrogenchloride; In water; pH=2;

Reference yield:

(E)-3-(4-methoxyphenyl)acrylic acid (943-89-5) → 3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid (1326228-75-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium diacetate / diethyl ether; dichloromethane / 1 h / -10 - -5 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C

2.2: pH 2

3.1: triethylamine; HATU / dichloromethane / 20 °C

4.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 20 °C

4.2: pH 2

With water; triethylamine; HATU; lithium hydroxide; palladium diacetate; In tetrahydrofuran; diethyl ether; dichloromethane;

Reference yield:

4-(N-tert-butoxycarbonyl)aminobenzoic acid (66493-39-8) → 3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}-2-{[2-(4-methoxy-phenyl)-cyclopropanecarbonyl]-amino}-propionic acid (1326228-75-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / 2.5 h / 0 °C

1.2: Reflux

2.1: morpholine / N,N-dimethyl-formamide / 2 h / 20 °C

3.1: triethylamine; HATU / dichloromethane / 20 °C

4.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 20 °C

4.2: pH 2

With morpholine; oxalyl dichloride; water; triethylamine; HATU; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(E)-3-(4-methoxyphenyl)acrylic acid

4-(N-tert-butoxycarbonyl)aminobenzoic acid

methyl trans-2-(p-methoxyphenyl)cyclopropanecarboxylate

2-amino-3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-3-fluorophenyl}propionic acid ethyl ester