cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate

Base Information

Chemical Name:cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate
CAS No.:1351814-72-6
Molecular Formula:C₂₆H₄₀N₂O₅
Molecular Weight:460.614
Hs Code.:

Synonyms:cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate

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Chemical Property of cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate

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Technology Process of cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate

There total 9 articles about cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate 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: 17.0%

: 1351815-77-4
cyclopentyl N-{[(2R)-1-{[2,4-bis(benzyloxy)-5-(prop-1-en-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate

: 1351814-72-6
cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 1h;

Reference yield:

: 912545-08-5
2,4-bis-benzyloxy-5-isopropenyl-benzoic acid methyl ester

: 1351814-72-6
cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide; methanol / 20 h / 75 °C

1.2: 0.5 h / 20 °C

2.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

3.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

4.1: sodium tris(acetoxy)borohydride / 1,1-dichloroethane / 1 h

5.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 1 h

With methanol; hydrogen; sodium tris(acetoxy)borohydride; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; palladium 10% on activated carbon; In 1,1-dichloroethane; dichloromethane; ethyl acetate;

Reference yield:

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 1351814-72-6
cyclopentyl N-{[(2R)-1-{[2,4-dihydroxy-5-(propan-2-yl)phenyl]carbonyl}pyrrolidin-2-yl]methyl}-L-leucinate

Guidance literature:: Multi-step reaction with 9 steps

1.1: dmap / 1 h / 55 °C

2.1: trifluorormethanesulfonic acid / toluene / 2.5 h / 20 °C / Cooling with ice

2.2: 18 h / 20 °C

3.1: potassium carbonate / acetonitrile / 42 h / 75 °C

4.1: potassium tert-butylate / tetrahydrofuran / 0.5 h

4.2: 0.5 h

5.1: potassium hydroxide; methanol / 20 h / 75 °C

5.2: 0.5 h / 20 °C

6.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

7.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

8.1: sodium tris(acetoxy)borohydride / 1,1-dichloroethane / 1 h

9.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 1 h

With methanol; trifluorormethanesulfonic acid; potassium tert-butylate; hydrogen; sodium tris(acetoxy)borohydride; potassium carbonate; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; dmap; palladium 10% on activated carbon; In tetrahydrofuran; 1,1-dichloroethane; dichloromethane; ethyl acetate; toluene; acetonitrile;