(4R,5R)-(+)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid Ethyl Ester

Base Information

Chemical Name:(4R,5R)-(+)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid Ethyl Ester
CAS No.:57130-38-8
Molecular Formula:C₂₈H₃₇NO₆
Molecular Weight:483.605
Hs Code.:

Synonyms:(4R,5R)-(+)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid Ethyl Ester

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Chemical Property of (4R,5R)-(+)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid Ethyl Ester

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Technology Process of (4R,5R)-(+)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid Ethyl Ester

There total 52 articles about (4R,5R)-(+)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-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: 97.0%

: 64-17-5
ethanol

: 57103-66-9,57103-67-0,89709-06-8
(+/-)-trans-1-(2-benzyloxy-3,4-dimethoxyphenethyl)-5-ethyl-2-oxo-4-piperidineacetic acid

: 56774-70-0,57130-37-7,57130-38-8,89709-05-7,109009-09-8
(+/-) 1-(2-benzyloxy-3,4-dimethoxyphenethyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Guidance literature:: With hydrogenchloride; for 24h; Ambient temperature;
DOI:10.1248/cpb.33.5316

Reference yield: 96.0%

: 100-39-0
benzyl bromide

: 65942-29-2
(4R,5R)-(+)-1-(2-(2-Hydroxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid Ethyl Ester

: 57130-38-8
(4R,5R)-(+)-1-(2-(2-Benzyloxy-3,4-dimethoxyphenyl)-ethyl)-5-ethyl-2-oxo-4-piperidineacetic Acid Ethyl Ester

Guidance literature:: With potassium carbonate; In acetone; for 20h; Heating;
DOI:10.1021/jo01298a025

Reference yield:

: 56774-66-4
2-(benzyloxy)-3,4-dimethoxyphenacyl bromide

: 56774-70-0,57130-37-7,57130-38-8,89709-05-7,109009-09-8
(+/-) 1-(2-benzyloxy-3,4-dimethoxyphenethyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 99 percent / benzene / 5 h / Ambient temperature

2: 1.) H₂; 2.) NaBH₄ / 1.) Adams catalyst / 1.) ethanol/water, 18 h, room temperature; 2.) ethanol/water, room temperature

3: 98 percent / 1N HCl / H₂O / 2 h / 40 °C

4: 82 percent / Hg(OAc)2-EDTA / aq. acetic acid / Heating

5: 89 percent / H₂, 70percent HClO₄ / 10percent Pd-C / ethanol; H₂O / 6 h / Ambient temperature

6: 84 percent / hydrazine hydrate, KOH / H₂O; ethane-1,2-diol / 120 degC, 1 h then 190-195 degC, 3 h

7: 96 percent / K₂CO₃ / acetone / 24 h / Heating

8: 94 percent / diisopropylamine, n-butyllithium, hexamethylphosphoramide / tetrahydrofuran; hexane / 2 h / -78 °C

9: sodium metaperiodate / methanol; H₂O / 18 h / Ambient temperature

10: CaCO₃ / toluene / 1 h / Heating

11: 1.) NaOEt; 2.) NaCl / 1.) ethanol, 70 degC, 2 h, reflux, 6 h; 2.) DMF, 160-165 degC, 8 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium tetrahydroborate; sodium periodate; n-butyllithium; perchloric acid; Hg(OAc)2*EDTA; hydrogen; sodium ethanolate; potassium carbonate; hydrazine hydrate; diisopropylamine; calcium carbonate; sodium chloride; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; water; ethylene glycol; acetic acid; acetone; toluene; benzene;
DOI:10.1248/cpb.33.5316