N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide

Base Information

• Chemical Name: N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide
• CAS No.: 1371591-50-2
• Molecular Formula: C₂₅H₂₅FN₄O₆
• Molecular Weight: 496.495
• Mol file: 1371591-50-2.mol

Synonyms:N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide

Chemical Property of N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide

There total 7 articles about N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide 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: 67.0%

4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzoic acid (1371591-80-8) + L-serinamide hydrochloride (65414-74-6) → N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide (1371591-50-2)

Guidance literature:

4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzoic acid; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

L-serinamide hydrochloride; With triethylamine; at 20 ℃; for 0.333333h;

Reference yield:

tert-butyl 4-amino(hydroxyimino)methyl-2-fluorobenzoate (1263483-74-4) → N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide (1371591-50-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 100 °C

2.1: methanol; potassium carbonate / methanol / 0.5 h / Cooling with ice

3.1: di-tert-butyl-diazodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C

5.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 0.33 h / 20 °C

With methanol; di-tert-butyl-diazodicarboxylate; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzoate (1371591-79-5) → N-[(1S)-2-amino-1-(hydroxymethyl)-2-oxoethyl]-4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzamide (1371591-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C

2.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 0.33 h / 20 °C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl 4-amino(hydroxyimino)methyl-2-fluorobenzoate

4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzoic acid

L-serinamide hydrochloride

tert-butyl 4-{5-[(1S)-1-acetoxypropyl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzoate