(2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide

Base Information

Chemical Name:(2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide
CAS No.:1360616-53-0
Molecular Formula:C₂₉H₄₅N₃O₅Si
Molecular Weight:543.779
Hs Code.:

Synonyms:(2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide

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Chemical Property of (2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide

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Technology Process of (2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide

There total 5 articles about (2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)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: 83.0%

: 1360616-51-8
(2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)pyrrolidine-2-carboxamide

: 19668-85-0
2-(3-methylisoxazol-5-yl)acetic acid

: 1360616-53-0
(2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h; Inert atmosphere;
DOI:10.1021/ja209924v

Reference yield:

: 51-67-2
tyrosamine

: 1360616-53-0
(2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2: 1H-imidazole / dichloromethane / 34 h / 0 - 20 °C / Inert atmosphere

3: piperidine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 0 - 20 °C / Inert atmosphere

With piperidine; 1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja209924v

Reference yield:

: 1360616-46-1
(2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-hydroxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate

: 1360616-53-0
(2S,4R)-4-(tert-butoxy)-N-(4-((tert-butyldimethylsilyl)oxy)phenethyl)-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / dichloromethane / 34 h / 0 - 20 °C / Inert atmosphere

2: piperidine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 0 - 20 °C / Inert atmosphere

With piperidine; 1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja209924v