(2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester

Base Information

Chemical Name:(2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester
CAS No.:738571-10-3
Molecular Formula:C₂₃H₂₉NO₅
Molecular Weight:399.487
Hs Code.:

Synonyms:(2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester

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Chemical Property of (2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester

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Technology Process of (2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester

There total 4 articles about (2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester 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:

: (2R,4R)-4-Benzyloxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester

: 738571-10-3
(2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 60 ℃; for 7h;
DOI:10.1248/cpb.48.1729

Reference yield:

: 318511-16-9
(2R,4R)-4-benzyloxy-1-ethoxycarbonyl-2-(2-hydroxyethyl)pyrrolidine

: 738571-10-3
(2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / Et₃N / CH₂Cl₂ / 2.5 h / 20 °C

2.1: t-BuOK / N,N-dimethyl-acetamide / 0.17 h / 0 °C

2.2: N,N-dimethyl-acetamide / 4 h / 20 °C

3.1: H₂ / 5 percent Pd/C / ethanol / 7 h / 60 °C

With potassium tert-butylate; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1248/cpb.48.1729

Reference yield:

: 318511-15-8
(2S,4R)-4-benzyloxy-1-ethoxycarbonyl-2-(ethoxycarbonylmethyl)pyrrolidine

: 738571-10-3
(2R,4R)-4-Hydroxy-2-(2-{2-[2-(3-hydroxy-phenyl)-ethyl]-phenoxy}-ethyl)-pyrrolidine-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / -10 °C

2.1: 80 percent / Et₃N / CH₂Cl₂ / 2.5 h / 20 °C

3.1: t-BuOK / N,N-dimethyl-acetamide / 0.17 h / 0 °C

3.2: N,N-dimethyl-acetamide / 4 h / 20 °C

4.1: H₂ / 5 percent Pd/C / ethanol / 7 h / 60 °C

With lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1248/cpb.48.1729