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

Base Information

Chemical Name:4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-N-[(2S)-2,3-dihydroxypropyl]-2-fluorobenzamide
CAS No.:1371591-49-9
Molecular Formula:C₂₅H₂₆FN₃O₆
Molecular Weight:483.496
Hs Code.:

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

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

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

There total 7 articles about 4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-N-[(2S)-2,3-dihydroxypropyl]-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: 85.0%

: 61278-21-5,98923-21-8
(S)-3-Amino-1,2-propanediol

: 1371591-80-8
4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzoic acid

: 1371591-49-9
4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-N-[(2S)-2,3-dihydroxypropyl]-2-fluorobenzamide

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;

(S)-3-Amino-1,2-propanediol; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

Reference yield:

: 1263483-74-4
tert-butyl 4-amino(hydroxyimino)methyl-2-fluorobenzoate

: 1371591-49-9
4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-N-[(2S)-2,3-dihydroxypropyl]-2-fluorobenzamide

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: 1 h / 0 °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:

: 1371591-79-5
tert-butyl 4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-2-fluorobenzoate

: 1371591-49-9
4-(5-{(1R)-1-[4-(cyclopropylcarbonyl)phenoxy]propyl}-1,2,4-oxadiazol-3-yl)-N-[(2S)-2,3-dihydroxypropyl]-2-fluorobenzamide

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: 1 h / 0 °C

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