(3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Base Information

• Chemical Name: (3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester
• CAS No.: 56151-98-5
• Molecular Formula: C₂₁H₃₁NO₅
• Molecular Weight: 377.481
• Mol file: 56151-98-5.mol

Synonyms:(3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Chemical Property of (3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

There total 10 articles about (3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic 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: 93.0%

ethanol (64-17-5) + (3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid (75821-65-7) → (3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (56151-98-5)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(01)83119-7

Reference yield:

(4S)-1-<2-(3,4-dimethoxyphenyl)-2-hydroxyethyl>-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (75821-62-4,109741-44-8,109741-45-9,109785-73-1,109785-74-2) → (3R,4S)-(-)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (56151-97-4) + (3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (56151-98-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In perchloric acid; ethanol; for 20h; under 3040 Torr;

DOI:10.1016/S0040-4020(01)83119-7

Reference yield:

2-Bromo-1-(3,4-dimethoxyphenyl)ethanone (1835-02-5) → (3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (56151-98-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / K₂CO₃ / benzene / 4 h / Heating

2: 90 percent / NaBH₄ / ethanol / 4 h / 0 - 5 °C

3: 1.)(ethylenedinitrilo)tetraacetic acid disodium salt dihydrate and Hg(OAc)2; 2.) anhyd. K₂CO₃ / 1.) 1percent aq. AcOH, reflux, 1.5h; 2.) EtOH, RT, 5h

4: H₂ / 10percent Pd-C / ethanol; aq. HClO₄ / 20 h / 3040 Torr

5: 93 percent / aq. NaOH / ethanol / 12 h / 15 °C

6: 93 percent / 10percent HCl / 24 h / 20 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate; hydrogen; edetate disodium; potassium carbonate; palladium on activated charcoal; In perchloric acid; ethanol; benzene;

DOI:10.1016/S0040-4020(01)83119-7

upstream raw materials:

ethanol

(3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid

(4S)-1-<2-(3,4-dimethoxyphenyl)-2-hydroxyethyl>-3-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

(3R,4S)-1-<2-(3,4-dimethoxyphenyl)-2-hydroxyethyl>-3-ethyl-4-piperidineacetic acid ethyl ester

Downstream raw materials:

(3S,4S)-(+)-1-(3,4-dimethoxyphenethyl)-3-ethyl-2-oxo-4-piperidineacetic acid

(3S,4S)-(-)-1-(3,4-dimethoxyphenethyl)-3-ethyl-4-piperidineethanol

Refernces