(2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

Base Information

Chemical Name:(2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide
CAS No.:1448186-85-3
Molecular Formula:C₂₄H₂₅N₃O₄S
Molecular Weight:451.546
Hs Code.:

Synonyms:(2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

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Chemical Property of (2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

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Technology Process of (2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

There total 12 articles about (2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide 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: 41.0%

: 1448189-45-4
(2S,4R)-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide

: 603-80-5
3-hydroxy 2-methylbenzoic acid

: 1448186-85-3
(2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

Guidance literature:: 3-hydroxy 2-methylbenzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 4 ℃; for 0.166667h;

(2S,4R)-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide; In dichloromethane; N,N-dimethyl-formamide; at 4 - 20 ℃; for 21h;

Reference yield:

: 13726-69-7,946610-68-0
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

: 1448186-85-3
(2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 15 h

2.1: hydrogenchloride / 1,4-dioxane / 2 h / Inert atmosphere

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide; dichloromethane / 0.17 h / 4 °C

3.2: 21 h / 4 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 3959-07-7
4-Bromobenzylamine

: 1448186-85-3
(2S,4R)-4-hydroxy-1-(3-hydroxy-2-methylbenzoyl)-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C / Cooling with ice

2.1: potassium acetate; palladium diacetate / 1-methyl-pyrrolidin-2-one / 18 h / 120 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane / 2 h / Inert atmosphere

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide; dichloromethane / 0.17 h / 4 °C

4.2: 21 h / 4 - 20 °C

With hydrogenchloride; potassium acetate; palladium diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide;