methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote

Base Information

Chemical Name:methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote
CAS No.:850317-62-3
Molecular Formula:C₁₃H₁₅BrN₂O₅S
Molecular Weight:391.243
Hs Code.:

Synonyms:methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote

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Chemical Property of methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote

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Technology Process of methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote

There total 6 articles about methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote 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:

: 850317-61-2
methyl (2S)-3-[3-bromo-4-(2-tert-butyl-1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]-2-[(tert-butoxycarbonyl)amino]propanoate

: 850317-62-3
methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote

Guidance literature:: With trifluoroacetic acid; at 130 ℃; for 0.0333333h; microwave irradiation;
DOI:10.1021/jm0600904

Reference yield:

: 850317-58-7
methyl (2S)-3-(4-amino-3-bromophenyl)-2-[(tert-butoxycarbonyl)amino]propanoate

: 850317-62-3
methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. hydrochloric acid; sodium nitrite / 0.25 h / 0 °C

1.2: 73 percent / potassium iodide / H₂O / 0.25 h / 40 °C

2.1: 52 percent / palladium acetate; tetra-N-butylammonium chloride; triethylamine / dimethylformamide / 2 h / 70 °C

3.1: 82 percent / lithium tetrahydroborate / tetrahydrofuran / 0.5 h / 0 °C

4.1: trifluoroacetic acid / 0.03 h / 130 °C / microwave irradiation

With hydrogenchloride; lithium borohydride; tetrabutyl-ammonium chloride; palladium diacetate; triethylamine; trifluoroacetic acid; sodium nitrite; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: Heck coupling;
DOI:10.1021/jm0600904

Reference yield:

: 850317-59-8
methyl (2S)-3-(3-bromo-4-iodophenyl)-2-[(tert-butoxycarbonyl)amino]propanoate

: 850317-62-3
methyl (2S)-2-amino-3-[3-bromo-4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)phenyl]propanote

Guidance literature:: Multi-step reaction with 3 steps

1: 52 percent / palladium acetate; tetra-N-butylammonium chloride; triethylamine / dimethylformamide / 2 h / 70 °C

2: 82 percent / lithium tetrahydroborate / tetrahydrofuran / 0.5 h / 0 °C

3: trifluoroacetic acid / 0.03 h / 130 °C / microwave irradiation

With lithium borohydride; tetrabutyl-ammonium chloride; palladium diacetate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Heck coupling;
DOI:10.1021/jm0600904