(4S,5R)-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Base Information

Chemical Name:(4S,5R)-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester
CAS No.:109009-11-2
Molecular Formula:C₂₈H₃₅NO₇
Molecular Weight:497.588
Hs Code.:

Synonyms:(4S,5R)-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

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Chemical Property of (4S,5R)-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

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Technology Process of (4S,5R)-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

There total 5 articles about (4S,5R)-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-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: 92.0%

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

: 109009-07-6
(3R,4S)-6-ethoxy-3-ethyl-2,3,4,5-tetrahydro-4-pyridineacetic acid ethyl ester

: 109009-11-2
(4S,5R)-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Guidance literature:: In N,N-dimethyl-formamide; at 60 - 65 ℃; for 10h;
DOI:10.1248/cpb.34.669

Reference yield: 90.0%

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

: 56774-65-3,96790-30-6,96790-31-7,97673-06-8,109009-07-6
((3S,4S)-6-Ethoxy-3-ethyl-2,3,4,5-tetrahydro-pyridin-4-yl)-acetic acid ethyl ester

: 56774-67-5,109009-10-1,109009-11-2,109009-12-3
ethyl trans-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetate

Guidance literature:: In N,N-dimethyl-formamide; at 60 ℃; for 6h;
DOI:10.1016/0040-4020(80)80049-4

Reference yield:

: 108913-59-3
(3R,4S)-1-acetyl-3-ethyl-4-piperidineacetic acid ethyl ester

: 109009-11-2
(4S,5R)-1-(2-benzyloxy-3,4-dimethoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / ruthenium dioxide hydrate, 10 percent aq. NaIO₄ / ethyl acetate / 5 h / 26 - 34 °C

2: 93 percent / CH₂Cl₂ / 24 h / Ambient temperature

3: 92 percent / dimethylformamide / 10 h / 60 - 65 °C

With ruthenium(IV) oxide; sodium periodate; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.34.669