(S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione

Base Information

• Chemical Name: (S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione
• CAS No.: 215180-03-3
• Molecular Formula: C₂₀H₁₇N₅O₄
• Molecular Weight: 391.386
• Mol file: 215180-03-3.mol

Synonyms:(S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione

Chemical Property of (S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione

There total 8 articles about (S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione 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: 60.0%

o-azidobenzoyl chloride (34897-85-3) + (S,Z)-3-benzylidene-6-methylpiperazine-2,5-dione (215179-95-6) → (S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione (215180-03-3)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; toluene; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00744-3

Reference yield:

2-azidobenzoic acid (31162-13-7) → (S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione (215180-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 3 h / Heating

2: 60 percent / potassium bis(hexamethyldisilazide) / tetrahydrofuran; toluene / 24 h / Ambient temperature

With thionyl chloride; potassium hexamethylsilazane; In tetrahydrofuran; toluene;

DOI:10.1016/S0040-4020(98)00744-3

Reference yield:

(N-(tert-butoxycarbonyl)-L-alaninyl)glycine ethyl ester (65671-83-2) → (S)-1-(2-Azido-benzoyl)-3-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-6-methyl-piperazine-2,5-dione (215180-03-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / 0.5 h / 200 °C

2: 99 percent / 7 h / 140 °C

3: 71 percent / potassium tert-butoxide / dimethylformamide; 2-methyl-propan-2-ol / 22 h / Ambient temperature

4: 92 percent / hydrazine hydrate / dimethylformamide / 3 h / Ambient temperature

5: 60 percent / potassium bis(hexamethyldisilazide) / tetrahydrofuran; toluene / 24 h / Ambient temperature

With potassium tert-butylate; potassium hexamethylsilazane; hydrazine hydrate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

DOI:10.1016/S0040-4020(98)00744-3

upstream raw materials:

o-azidobenzoyl chloride

(S,Z)-3-benzylidene-6-methylpiperazine-2,5-dione

2-azidobenzoic acid

(N-(tert-butoxycarbonyl)-L-alaninyl)glycine ethyl ester