diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate

Base Information

• Chemical Name: diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate
• CAS No.: 1311173-67-7
• Molecular Formula: C₂₆H₃₃ClN₃O₅P
• Molecular Weight: 533.992

Synonyms:diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate

Chemical Property of diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate

There total 3 articles about diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate 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: 9.0%

4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)aniline (1035216-73-9) + diethyl (RS)-3-oxocyclopentylphosphonate (7750-01-8) → diethyl (1R,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311173-72-4) + diethyl (1R,3S)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311174-24-9) + diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311173-67-7) + diethyl (1S,3S)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311174-38-5)

Guidance literature:

4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)aniline; diethyl (RS)-3-oxocyclopentylphosphonate; With acetic acid; In methanol; dichloromethane; at 40 ℃; for 6h; Molecular sieve;

With sodium cyanoborohydride; In methanol; dichloromethane; at 20 ℃; for 16h;

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → diethyl (1R,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311173-72-4) + diethyl (1R,3S)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311174-24-9) + diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311173-67-7) + diethyl (1S,3S)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311174-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / 0.33 h / 150 °C / microwave irradiation

2.1: acetic acid / dichloromethane; methanol / 6 h / 40 °C / Molecular sieve

2.2: 16 h / 20 °C

With benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

Reference yield:

(Z)-3-chloro-N'-hydroxy-4-isopropoxybenzimidamide (1035216-81-9,1035218-35-9) → diethyl (1R,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311173-72-4) + diethyl (1R,3S)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311174-24-9) + diethyl (1S,3R)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311173-67-7) + diethyl (1S,3S)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentylphosphonate (1311174-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / 0.33 h / 150 °C / microwave irradiation

2.1: acetic acid / dichloromethane; methanol / 6 h / 40 °C / Molecular sieve

2.2: 16 h / 20 °C

With benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

upstream raw materials:

4-amino-benzoic acid

4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)aniline

diethyl (RS)-3-oxocyclopentylphosphonate

(Z)-3-chloro-N'-hydroxy-4-isopropoxybenzimidamide

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