(3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide

Base Information

Chemical Name:(3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide
CAS No.:866464-00-8
Molecular Formula:C₃₃H₃₄ClFN₄O₃S
Molecular Weight:621.175
Hs Code.:

(3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide

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Chemical Property of (3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide

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Technology Process of (3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide

There total 9 articles about (3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide 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:

: (3S,4S)-4-{(R)-3-[6-(4-Chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propylcarbamoyl}-3-(4-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

: 866464-00-8
(3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide

Guidance literature:: With hydrogenchloride; In ethyl acetate; at 20 ℃;
DOI:10.1016/j.bmcl.2005.06.033

Reference yield:

: 39514-19-7
ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate

: 866464-00-8
(3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / Pd/C / ethanol; H₂O / 20 °C / 2585.74 Torr

2: aq. NaHCO₃; NaCl / CHCl₃ / 60 °C

3: DIPEA / CH₂Cl₂ / -78 °C

4: Pd(dppf)Cl₂; aq. NaHCO₃ / ethanol / 80 °C

5: Mg; MeOH / 20 °C

6: NaOMe / methanol / 65 °C

7: aq. NaOH / methanol / 65 °C

8: EDC; HOBT; N-methylmorpholine / CH₂Cl₂ / 20 °C

9: HCl / ethyl acetate / 20 °C

With 4-methyl-morpholine; hydrogenchloride; methanol; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydroxide; hydrogen; sodium methylate; sodium hydrogencarbonate; benzotriazol-1-ol; magnesium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; sodium chloride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform; water; ethyl acetate; 4: Suzuki-Miyaura cross-coupling;
DOI:10.1016/j.bmcl.2005.06.033

Reference yield:

: 3-(4-fluoro-phenyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

: 866464-00-8
(3S,4S)-3-(4-Fluoro-phenyl)-piperidine-4-carboxylic acid {(R)-3-[6-(4-chloro-phenylsulfanyl)-2-(4-methoxy-phenyl)-3-oxo-2,3-dihydro-pyridazin-4-yl]-1-methyl-propyl}-amide

Guidance literature:: Multi-step reaction with 4 steps

1: NaOMe / methanol / 65 °C

2: aq. NaOH / methanol / 65 °C

3: EDC; HOBT; N-methylmorpholine / CH₂Cl₂ / 20 °C

4: HCl / ethyl acetate / 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; sodium methylate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.bmcl.2005.06.033