ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate

Base Information

Chemical Name:ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate
CAS No.:918829-73-9
Molecular Formula:C₂₆H₃₄N₂O₄
Molecular Weight:438.567
Hs Code.:

Synonyms:ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate

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Chemical Property of ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate

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Technology Process of ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate

There total 4 articles about ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate 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%

: 918829-72-8
tert-butyl (2R,4R,5R)-2-(benzyl(3-ethoxy-3-oxopropyl)carbamoyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-1-carboxylate

: 918829-73-9
ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; methanol; Heating;
DOI:10.1021/jm0604878

Reference yield:

: 918829-62-6
tert-butyl (3R,4R)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-3,4-dimethylpiperidine-1-carboxylate

: 918829-73-9
ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N,N',N'-tetramethylenediamine; sec-butyllithium / diethyl ether; cyclohexane / 4.5 h / -78 °C

1.2: 73 percent / diethyl ether; cyclohexane / -78 - 20 °C

2.1: 60 percent / N,N-diisopropylethylamine; TBTU / acetonitrile / 20 °C

3.1: 92 percent / HCl / dioxane; methanol / Heating

With hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; diethyl ether; cyclohexane; acetonitrile;
DOI:10.1021/jm0604878

Reference yield:

: 918829-63-7
(2R,4R,5R)-1-(tert-butoxycarbonyl)-4-(3-(tert-butyldimethylsilyloxy)phenyl)-4,5-dimethylpiperidine-2-carboxylic acid

: 918829-73-9
ethyl 3-((2R,4R,5R)-N-benzyl-4-(3-hydroxyphenyl)-4,5-dimethylpiperidine-2-carboxamido)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / N,N-diisopropylethylamine; TBTU / acetonitrile / 20 °C

2: 92 percent / HCl / dioxane; methanol / Heating

With hydrogenchloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; acetonitrile;
DOI:10.1021/jm0604878