(S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine

Base Information

Chemical Name:(S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine
CAS No.:191091-81-3
Molecular Formula:C₂₅H₃₃NO₄
Molecular Weight:411.541
Hs Code.:

Synonyms:(S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine

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Chemical Property of (S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine

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Technology Process of (S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine

There total 7 articles about (S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine 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: 90.0%

: 167145-13-3
2-[2-(3-methoxyphenyl)ethyl]phenol

: 191091-82-4
(S)-1-ethoxycarbonyl-2-[3-(p-toluenesulfonyloxy)propyl]pyrrolidine

: 191091-81-3
(S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine

Guidance literature:: 2-[2-(3-methoxyphenyl)ethyl]phenol; In N,N-dimethyl acetamide; at 0 ℃; for 0.25h;

(S)-1-ethoxycarbonyl-2-[3-(p-toluenesulfonyloxy)propyl]pyrrolidine; In N,N-dimethyl acetamide; at 20 ℃; for 3.5h;
DOI:10.1248/cpb.48.245

Reference yield:

: 103979-69-7
(S)-(-)-1-ethoxycarbonylpyrrolidine-2-carbaldehyde

: 191091-81-3
(S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / acetonitrile / 1 h / Heating

2.1: 92 percent / H₂ / 5 percent Pd/C / ethanol / 5 h / 60 °C

3.1: 68 percent / LiAlH₄ / tetrahydrofuran / 1 h / -10 °C

4.1: 96 percent / Et₃N / CH₂Cl₂ / 2.5 h / 20 °C

5.1: N,N-dimethyl-acetamide / 0.25 h / 0 °C

5.2: 90 percent / N,N-dimethyl-acetamide / 3.5 h / 20 °C

With lithium aluminium tetrahydride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; acetonitrile; 1.1: Condensation / 2.1: Catalytic hydrogenation / 3.1: Reduction / 4.1: Tosylation / 5.1: Metallation / 5.2: Substitution;
DOI:10.1248/cpb.48.245

Reference yield:

: 53310-79-5
ethyl (2S)-2-(hyroxymethyl)pyrrolidine-1-carboxylate

: 191091-81-3
(S)-1-ethoxycarbonyl-2-[3-[2-[2-(3-methoxyphenyl)ethyl]phenoxy]propyl]pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 79 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2 h / -60 °C

2.1: 98 percent / acetonitrile / 1 h / Heating

3.1: 92 percent / H₂ / 5 percent Pd/C / ethanol / 5 h / 60 °C

4.1: 68 percent / LiAlH₄ / tetrahydrofuran / 1 h / -10 °C

5.1: 96 percent / Et₃N / CH₂Cl₂ / 2.5 h / 20 °C

6.1: N,N-dimethyl-acetamide / 0.25 h / 0 °C

6.2: 90 percent / N,N-dimethyl-acetamide / 3.5 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; acetonitrile; 1.1: Oxidation / 2.1: Condensation / 3.1: Catalytic hydrogenation / 4.1: Reduction / 5.1: Tosylation / 6.1: Metallation / 6.2: Substitution;
DOI:10.1248/cpb.48.245