(S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic acid

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Chemical Name:(S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic acid
CAS No.:1613044-00-0
Molecular Formula:C₂₄H₂₆N₄O₇S
Molecular Weight:514.559
Hs Code.:

Synonyms:(S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic acid

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Chemical Property of (S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic acid

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Technology Process of (S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic acid

There total 6 articles about (S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic 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: 97.0%

: 1613043-99-4
methyl (S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl}propanoate

: 1613044-00-0
(S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1002/ejoc.201301773

Reference yield:

: 13518-40-6
L-valine tert-butylester hydrochloride

: 1613044-00-0
(S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 20 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 3 h / 0 °C

3: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 24 h / 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 48 h / 60 °C

5: lithium hydroxide / tetrahydrofuran / 3 h / 20 °C

With potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201301773

Reference yield:

: 199783-36-3
(S)-3-methyl-2-(2-nitrophenylsulfonamido)butanoic acid

: 1613044-00-0
(S)-3-(1H-indol-3-yl)-2-{(S)-3-isopropyl-4-[(2-nitrophenyl)sulfonyl]-2-oxopiperazin-1-yl} propanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 24 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 48 h / 60 °C

3: lithium hydroxide / tetrahydrofuran / 3 h / 20 °C

With potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201301773