methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate

Base Information

Chemical Name:methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate
CAS No.:1070870-59-5
Molecular Formula:C₂₅H₃₄ClN₃O₃
Molecular Weight:460.016
Hs Code.:

Synonyms:methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate

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Chemical Property of methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate

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Technology Process of methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate

There total 4 articles about methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate 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: 97.0%

: 1070870-58-4
1,1-dimethylethyl (3R)-3-(1-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-1-hydroxy-4-{[(methyloxy)carbonyl]amino}butyl)-1-piperidinecarboxylate

: 1070870-59-5
methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

: 73583-39-8
3-bromo-5-chloropyridine

: 1070870-59-5
methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexanes / 1 h / -78 °C

1.2: -78 - 20 °C

2.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 18 h / Heating

3.1: TurboGrignard / tetrahydrofuran / 0.75 h / 0 °C

3.2: 24 h / 0 - 20 °C

4.1: tetrahydrofuran / -50 - 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 °C

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

With TurboGrignard; n-butyllithium; sodium carbonate; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; hexanes; dichloromethane; water; 4.1: Grignard Reaction;

Reference yield:

: 1070870-39-1
3-bromo-5-chloro-4-iodopyridine

: 1070870-59-5
methyl {4-{5-chloro-4-[3-(1-methylethyl)phenyl]-3-pyridinyl}-4-hydroxy-4-[(3R)-3-piperidinyl]butyl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 18 h / Heating

2.1: TurboGrignard / tetrahydrofuran / 0.75 h / 0 °C

2.2: 24 h / 0 - 20 °C

3.1: tetrahydrofuran / -50 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 0 °C

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

With TurboGrignard; sodium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 3.1: Grignard Reaction;