methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate

Base Information

Chemical Name:methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate
CAS No.:1354577-72-2
Molecular Formula:C₃₁H₂₉NO₃
Molecular Weight:463.576
Hs Code.:

Synonyms:methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate

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Chemical Property of methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate

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Technology Process of methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate

There total 8 articles about methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-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: 99.0%

: 1354577-70-0
tert-butyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate

: 18107-18-1
diazomethyl-trimethyl-silane

: 1354577-72-2
methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: tert-butyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

diazomethyl-trimethyl-silane; In methanol; diethyl ether; toluene; for 1h;
DOI:10.1021/acs.joc.0c02573

Reference yield:

: 675-20-7
piperidin-2-one

: 1354577-72-2
methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C

2.2: 4 h / -78 °C

3.1: (S,S)-3,3',5,5'-tetrahydro-2,6-bis(3,4,5-trifluorophenyl)-4,4'-spirobi[4H-dinaphth[2,1-c:1',2'-e]azepinium]bromide; potassium hydroxide / toluene / 24 h / -40 °C

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

5.1: methanol; diethyl ether; toluene / 1 h / 20 °C

With (S,S)-3,3',5,5'-tetrahydro-2,6-bis(3,4,5-trifluorophenyl)-4,4'-spirobi[4H-dinaphth[2,1-c:1',2'-e]azepinium]bromide; tetrabutylammomium bromide; trifluoroacetic acid; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1002/adsc.201100542

Reference yield:

: 1354577-57-3
N⁽¹⁾-diphenylmethyl-2-piperidone-3-carboxylic acid tert-butyl ester

: 1354577-72-2
methyl (S)-1-benzhydryl-3-(naphthalen-2-ylmethyl)-2-oxopiperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: (S,S)-3,3',5,5'-tetrahydro-2,6-bis(3,4,5-trifluorophenyl)-4,4'-spirobi[4H-dinaphth[2,1-c:1',2'-e]azepinium]bromide; potassium hydroxide / toluene / 24 h / -40 °C

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3: methanol; diethyl ether; toluene / 1 h / 20 °C

With (S,S)-3,3',5,5'-tetrahydro-2,6-bis(3,4,5-trifluorophenyl)-4,4'-spirobi[4H-dinaphth[2,1-c:1',2'-e]azepinium]bromide; trifluoroacetic acid; potassium hydroxide; In methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1002/adsc.201100542