(E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide

Base Information

Chemical Name:(E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide
CAS No.:262601-09-2
Molecular Formula:C₂₈H₃₉N₅O₉
Molecular Weight:589.646
Hs Code.:

Synonyms:(E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide

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Chemical Property of (E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide

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Technology Process of (E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide

There total 10 articles about (E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide 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: 49.0%

: 262601-08-1
(E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-hydroxypentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide

: 262601-09-2
(E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo991454l

Reference yield:

: 770-05-8
octopamine hydrochloride

: 262601-09-2
(E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide

Guidance literature:: Multi-step reaction with 7 steps

1: DCC; i-Pr₂NEt / CH₂Cl₂; dimethylformamide / 17 h / 25 °C

2: pyridine / 1 h / 100 °C

3: 0.508 g / K₂CO₃ / dimethylsulfoxide / 2 h / 95 °C

4: 0.516 g / pyridine / 1 h / 90 °C

5: 94 percent / TFA / CH₂Cl₂ / 0.17 h / 25 °C

6: 85 percent / DCC; HOBt / acetonitrile / 12 h / 25 °C

7: 49 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

With potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Acetylation / 3: Elimination / 4: Acetylation / 5: N-Boc-deprotection / 6: Acylation / 7: Oxidation;
DOI:10.1021/jo991454l

Reference yield:

: {[2-hydroxy-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-methyl}-carbamic acid tert-butyl ester

: 262601-09-2
(E)-5-[[bis[[(1,1-dimethoxy)carbonyl]amino]methylene]amino]-2-oxopentanoyl-N-[2-(4-acetoxyphenyl)ethenyl]glycinamide

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 1 h / 100 °C

2: 0.508 g / K₂CO₃ / dimethylsulfoxide / 2 h / 95 °C

3: 0.516 g / pyridine / 1 h / 90 °C

4: 94 percent / TFA / CH₂Cl₂ / 0.17 h / 25 °C

5: 85 percent / DCC; HOBt / acetonitrile / 12 h / 25 °C

6: 49 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

With potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; dichloromethane; dimethyl sulfoxide; acetonitrile; 1: Acetylation / 2: Elimination / 3: Acetylation / 4: N-Boc-deprotection / 5: Acylation / 6: Oxidation;
DOI:10.1021/jo991454l