(S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-2-one

Base Information

Chemical Name:(S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-2-one
CAS No.:171858-42-7
Molecular Formula:C₂₃H₃₃N₅O₄
Molecular Weight:443.546
Hs Code.:

Synonyms:(S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-2-one

Chemical Property:

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Technology Process of (S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-2-one

There total 7 articles about (S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-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:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: C₂₅H₃₇N₃O₇

: 171858-42-7
(S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-2-one

Guidance literature:: With N-methylcyclohexylamine; In tetrahydrofuran; at -5 - 20 ℃; for 3h; Yield given;
DOI:10.1021/ja00146a007

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 171858-42-7
(S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) <(benzotriazol-1-yloxy)tris(dimethylamino)phosphonium>hexafluorophosphonate, diisopropylethylamine, 2.) diisopropylethylamine / 1.) THF, 5 min, 2.) THF, 30 min

2: 1.) TFA, 2.) <(benzotriazol-1-yloxy)tris(dimethylamino)phosphonium>hexafluorophosphonate, diisopropylethylamine, 3.) diisopropylethylamine

3: 1.) TFA, 2.) diisopropylethylamine, DMAP / 1.) CH₂Cl₂, THF, 2.) THF, RT, 30 min

4: 95 percent / 1 M aq. NaOH / dioxane / 0.5 h / Ambient temperature

5: N-methylpiperidine / tetrahydrofuran; dimethylformamide / 0.08 h / -15 °C

6: N-methylpiperidine / tetrahydrofuran / 3 h / -5 - 20 °C

With N-methylcyclohexylamine; dmap; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/ja00146a007

Reference yield:

: 20902-47-0
N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester

: 171858-42-7
(S)-2-<<(acetyl)-(S)-leucinyl-(S)-valinyl>amino>-1-diazo-3-phenylbutan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) TFA, 2.) <(benzotriazol-1-yloxy)tris(dimethylamino)phosphonium>hexafluorophosphonate, diisopropylethylamine, 3.) diisopropylethylamine

2: 1.) TFA, 2.) diisopropylethylamine, DMAP / 1.) CH₂Cl₂, THF, 2.) THF, RT, 30 min

3: 95 percent / 1 M aq. NaOH / dioxane / 0.5 h / Ambient temperature

4: N-methylpiperidine / tetrahydrofuran; dimethylformamide / 0.08 h / -15 °C

5: N-methylpiperidine / tetrahydrofuran / 3 h / -5 - 20 °C

With N-methylcyclohexylamine; dmap; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/ja00146a007