Technology Process of 2-(3-{[(6-chloro-2-fluoro-3-methoxy-benzyl)-((S)-1-dimethylaminomethyl-2-phenyl-ethyl)-amino]-methyl}-benzyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid ((1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-amide
There total 11 articles about 2-(3-{[(6-chloro-2-fluoro-3-methoxy-benzyl)-((S)-1-dimethylaminomethyl-2-phenyl-ethyl)-amino]-methyl}-benzyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid ((1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-amide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-{3-[((S)-1-dimethylaminomethyl-2-phenyl-ethylamino)-methyl]-benzyl}-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid ((1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)amide; 2-chloro-6-fluoro-5-methoxybenzaldehyde;
With
sodium tris(acetoxy)borohydride;
In
methanol;
at 0 - 20 ℃;
Inert atmosphere;
With
sodium cyanoborohydride; acetic acid;
In
methanol;
at 20 ℃;
Cooling with ice;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: caesium carbonate / dichloromethane; N,N-dimethyl-formamide / 20 h / 20 °C
2.1: sodium cyanoborohydride; acetic acid / methanol / 16 h / 0 - 20 °C / Inert atmosphere; Cooling with ice
3.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 2 h / 20 °C
3.2: pH 4.5
4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere
5.1: sodium tris(acetoxy)borohydride / methanol / 0 - 20 °C / Inert atmosphere
5.2: 20 °C / Cooling with ice; Inert atmosphere
With
lithium hydroxide monohydrate; sodium tris(acetoxy)borohydride; sodium cyanoborohydride; benzotriazol-1-ol; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diisobutylaluminium hydride / chlorobenzene; chloroform / 1 h / 5 °C / Cooling with ice
2.1: caesium carbonate / dichloromethane; N,N-dimethyl-formamide / 20 h / 20 °C
3.1: sodium cyanoborohydride; acetic acid / methanol / 16 h / 0 - 20 °C / Inert atmosphere; Cooling with ice
4.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 2 h / 20 °C
4.2: pH 4.5
5.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere
6.1: sodium tris(acetoxy)borohydride / methanol / 0 - 20 °C / Inert atmosphere
6.2: 20 °C / Cooling with ice; Inert atmosphere
With
lithium hydroxide monohydrate; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; sodium cyanoborohydride; benzotriazol-1-ol; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; chlorobenzene;
![2-{3-[((S)-1-dimethylaminomethyl-2-phenyl-ethylamino)-methyl]-benzyl}-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid ((1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)amide](/Databaselist/images/loading.webp)
