methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate

Base Information

Chemical Name:methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate
CAS No.:1355018-63-1
Molecular Formula:C₂₇H₃₃NO₅
Molecular Weight:451.563
Hs Code.:

Synonyms:methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate

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Chemical Property of methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate

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Technology Process of methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate

There total 8 articles about methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate 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: 98.0%

: 1355018-59-5
tert-butyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate

: 18107-18-1
diazomethyl-trimethyl-silane

: 1355018-63-1
methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: tert-butyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

diazomethyl-trimethyl-silane; In methanol; diethyl ether; dichloromethane; toluene; at 20 ℃; for 0.5h;
DOI:10.1021/acs.joc.0c02573

Reference yield:

: 1354577-53-9
N⁽¹⁾-benzhydryl-2-piperidone

: 1355018-63-1
methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 °C

2: Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; potassium hydroxide / toluene / 24 h / -40 °C

3: dilauryl peroxide / 1,2-dichloro-ethane / 2.5 h / Inert atmosphere; Reflux

4: 2,2'-azobis(isobutyronitrile); tripropyl stannane / toluene / 3 h / Reflux

5: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

6: methanol / diethyl ether; toluene / 0.5 h / 20 °C

With methanol; 2,2'-azobis(isobutyronitrile); dilauryl peroxide; Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; tripropyl stannane; trifluoroacetic acid; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/ol2033042

Reference yield:

: 675-20-7
piperidin-2-one

: 1355018-63-1
methyl (R)-1-benzhydryl-3-(5-ethoxy-5-oxopentyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: tetrabutylammomium bromide; potassium hydroxide / toluene / 24 h / 20 °C

2: lithium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 °C

3: Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; potassium hydroxide / toluene / 24 h / -40 °C

4: dilauryl peroxide / 1,2-dichloro-ethane / 2.5 h / Inert atmosphere; Reflux

5: 2,2'-azobis(isobutyronitrile); tripropyl stannane / toluene / 3 h / Reflux

6: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

7: methanol / diethyl ether; toluene / 0.5 h / 20 °C

With methanol; 2,2'-azobis(isobutyronitrile); dilauryl peroxide; Br^(1-)*C₅₆H₃₄F₆N⁽¹⁺⁾; tetrabutylammomium bromide; tripropyl stannane; trifluoroacetic acid; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/ol2033042