4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid

Base Information

Chemical Name:4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid
CAS No.:1357576-37-4
Molecular Formula:C₂₉H₃₃ClN₂O₃S
Molecular Weight:525.112
Hs Code.:

Synonyms:4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid

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Chemical Property of 4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid

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Technology Process of 4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid

There total 6 articles about 4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid 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: 100.0%

: 1357576-34-1
ethyl 4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoate

: 1357576-37-4
4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid

Guidance literature:: ethyl 4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoate; With water; lithium hydroxide; In tetrahydrofuran; methanol; at 40 ℃;

With hydrogenchloride; In water; at 0 ℃; pH=~ 2;

Reference yield:

: 1097880-26-6
tert-butyl 4-[(E)-{[(S)-2-methylpropane-2-sulfinyl]imino}methyl]piperidine-1-carboxylate

: 1357576-37-4
4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: TurboGrignard / tetrahydrofuran / 2 h / -15 °C

1.2: -15 °C

2.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene; water / 5 h / 100 °C

3.1: dichloromethane / 1 h / 18 - 25 °C

4.1: caesium carbonate / ruphos; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct / ethanol / 1.5 h / 110 °C

5.1: Chiralpak AD column Column / ethanol; carbon dioxide / Resolution of diastereomers

6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 40 °C

6.2: 0 °C / pH ~ 2

With potassium phosphate; TurboGrignard; water; caesium carbonate; lithium hydroxide; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; ruphos; In tetrahydrofuran; methanol; ethanol; dichloromethane; carbon dioxide; water; toluene;

Reference yield:

: 1357577-24-2
tert-butyl 4-((4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidine-1-carboxylate

: 1357576-37-4
4-(4-((R)-(4'-chlorobiphenyl-2-yl)((S)-1,1-dimethylethylsulfinamido)methyl)piperidin-1-yl)benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane / 1 h / 18 - 25 °C

2.1: caesium carbonate / ruphos; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct / ethanol / 1.5 h / 110 °C

3.1: Chiralpak AD column Column / ethanol; carbon dioxide / Resolution of diastereomers

4.1: water; lithium hydroxide / tetrahydrofuran; methanol / 40 °C

4.2: 0 °C / pH ~ 2

With water; caesium carbonate; lithium hydroxide; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; ruphos; In tetrahydrofuran; methanol; ethanol; dichloromethane; carbon dioxide;