(S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one

Base Information

Chemical Name:(S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one
CAS No.:1290049-74-9
Molecular Formula:C₂₄H₂₉ClFN₃O₄
Molecular Weight:477.963
Hs Code.:

Synonyms:(S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one

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Chemical Property of (S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one

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Technology Process of (S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one

There total 13 articles about (S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one 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: 54.0%

: 1103501-89-8,955028-68-9
(S)-6-aza-spiro[2.5]octan-4-ol hydrochloride

: 1290049-75-0
3-{(S)-4-[(E)-3-(3-chloro-4-fluoro-phenyl)-acryloyl]-3-methyl-2-oxo-piperazin-1-yl}-propionic acid

: 1290049-74-9
(S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one

Guidance literature:: With 4-methyl-morpholine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

: 159635-22-0
3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester

: 1290049-74-9
(S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethylzinc / toluene; 1,2-dichloro-ethane / 0.25 h / 0 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -70 - -60 °C

2.2: 0.17 h / -60 °C

3.1: sodium hydroxide; magnesium(II) chloride hexahydrate; α-D-glucose monohydrate / ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102 / 35 °C / pH 6.5 / Aqueous buffer

4.1: hydrogenchloride / 1,4-dioxane; ethanol / 1 h / 20 °C

5.1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; oxalyl dichloride; magnesium(II) chloride hexahydrate; diethylzinc; α-D-glucose monohydrate; dimethyl sulfoxide; HATU; sodium hydroxide; ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102; In 1,4-dioxane; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 2.1: Swern Oxidation / 2.2: Swern Oxidation;

Reference yield:

: 1101840-72-5
tert-butyl 4-hydroxy-6-azaspiro[2.5]octane-6-carboxylate

: 1290049-74-9
(S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -70 - -60 °C

1.2: 0.17 h / -60 °C

2.1: sodium hydroxide; magnesium(II) chloride hexahydrate; α-D-glucose monohydrate / ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102 / 35 °C / pH 6.5 / Aqueous buffer

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

4.1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; oxalyl dichloride; magnesium(II) chloride hexahydrate; α-D-glucose monohydrate; dimethyl sulfoxide; HATU; sodium hydroxide; ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Swern Oxidation / 1.2: Swern Oxidation;