tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate
CAS No.:1263198-31-7
Molecular Formula:C₃₃H₄₅ClFN₅O₄
Molecular Weight:630.203
Hs Code.:

tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate

Synonyms:tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate

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Chemical Property of tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate

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Technology Process of tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate

There total 14 articles about tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-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: 60.0%

: 1263198-18-0
(3S,5R)-1-tert-butoxycarbonyl-5-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]piperidine-3-carboxylic acid

: (1R)-1-(5-fluoro-2-pyridyl)-3-methylbutan-1-amine dihydrochloride

: 1263198-31-7
tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Cooling with ice;
DOI:10.1016/j.bmc.2013.06.057

Reference yield:

: 1448902-04-2
1-tert-butyl 3-methyl (3S,5R)-5-(benzyloxycarbonylamino)piperidine-1,3-dicarboxylate

: 1263198-31-7
tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 20 °C

2.1: N,N-dimethyl-formamide; water / 24 h / 20 °C

3.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C

4.1: sodium hydrogencarbonate / water; 1,4-dioxane / 1.5 h / 0 °C

5.1: acetic acid / toluene / 4 h / 130 °C / Dean-Stark

5.2: 16 h / 20 °C / Dean-Stark

6.1: triethylamine / dichloromethane / 6.25 h / 20 - 40 °C / Cooling with ice

7.1: caesium carbonate; thiophenol / acetonitrile / 2.5 h / 20 °C

8.1: sodium hydrogencarbonate / water; ethyl acetate / 0.5 h / 20 °C

9.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 2 h / Cooling with ice

10.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Cooling with ice

With hydrogenchloride; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; thiophenol; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.bmc.2013.06.057

Reference yield:

: 1263199-01-4
(S_S)-N-[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]-2-methylpropane-2-sulfinamide

: 1263198-31-7
tert-butyl (3R,5S)-3-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-5-{[(1R)-1-(5-fluoro-2-pyridyl)-3-methylbutyl]carbamoyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / methanol; 1,4-dioxane / 0.67 h / 20 °C

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Cooling with ice

With hydrogenchloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.06.057