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

Base Information

Chemical Name:(2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-hydroxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate
CAS No.:1360616-46-1
Molecular Formula:C₃₂H₃₆N₂O₅
Molecular Weight:528.648
Hs Code.:

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

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Chemical Property of (2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-hydroxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate

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Technology Process of (2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-hydroxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate

There total 1 articles about (2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-hydroxyphenethyl)carbamoyl)pyrrolidine-1-carboxylate 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: 89.0%

: 51-67-2
tyrosamine

: 268729-12-0
(2S,4R)-4-tert-butoxy-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid

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

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ja209924v

Reference yield: 96.0%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1360616-48-3
(2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-((tertbutyldimethylsilyl)oxy)phenethyl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 34h; Inert atmosphere;
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