4-Benzyl-2-hydroxy-5-oxo-6-(2,4,5-trimethoxy-3-methyl-benzyl)-3-[1-(2,4,5-trimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-piperazine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-Benzyl-2-hydroxy-5-oxo-6-(2,4,5-trimethoxy-3-methyl-benzyl)-3-[1-(2,4,5-trimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-piperazine-1-carboxylic acid tert-butyl ester
• CAS No.: 113461-89-5
• Molecular Formula: C₃₈H₄₈N₂O₁₀
• Molecular Weight: 692.807

Synonyms:

Chemical Property of 4-Benzyl-2-hydroxy-5-oxo-6-(2,4,5-trimethoxy-3-methyl-benzyl)-3-[1-(2,4,5-trimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-piperazine-1-carboxylic acid tert-butyl ester

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Useful:

Technology Process of 4-Benzyl-2-hydroxy-5-oxo-6-(2,4,5-trimethoxy-3-methyl-benzyl)-3-[1-(2,4,5-trimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-piperazine-1-carboxylic acid tert-butyl ester

There total 3 articles about 4-Benzyl-2-hydroxy-5-oxo-6-(2,4,5-trimethoxy-3-methyl-benzyl)-3-[1-(2,4,5-trimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-piperazine-1-carboxylic acid tert-butyl ester 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: 7.0%

(Z)-4-benzyl-1-(tert-butoxycarbonyl)-6-<(2,4,5-trimethoxy-3-methylphenyl)methyl>-3-<(2,4,5-trimethoxy-3-methylphenyl)methylene>-2,5-piperazinedione (113461-84-0) → (Z)-4-benzyl-6-<(2,4,5-trimethoxy-3-methylphenyl)-methyl>-3-<(2,4,5-trimethoxy-3-methylphenyl)methylene>-2,5-piperazinedione (113461-80-6) + 4-Benzyl-2-hydroxy-5-oxo-6-(2,4,5-trimethoxy-3-methyl-benzyl)-3-[1-(2,4,5-trimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-piperazine-1-carboxylic acid tert-butyl ester (113461-89-5,113531-72-9)

Guidance literature:

With lithium tri(t-butoxy)aluminum hydride; In tetrahydrofuran; for 1h;

DOI:10.1021/jo00253a022

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-Benzyl-2-hydroxy-5-oxo-6-(2,4,5-trimethoxy-3-methyl-benzyl)-3-[1-(2,4,5-trimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-piperazine-1-carboxylic acid tert-butyl ester (113461-89-5,113531-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 25 °C

2: 69 percent / lithium tri-tert-butoxyaluminium hydride / tetrahydrofuran / 1 h

With dmap; lithium tri(t-butoxy)aluminum hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00253a022

Reference yield:

(Z)-4-benzyl-6-<(2,4,5-trimethoxy-3-methylphenyl)-methyl>-3-<(2,4,5-trimethoxy-3-methylphenyl)methylene>-2,5-piperazinedione (113461-80-6) → 4-Benzyl-2-hydroxy-5-oxo-6-(2,4,5-trimethoxy-3-methyl-benzyl)-3-[1-(2,4,5-trimethoxy-3-methyl-phenyl)-meth-(Z)-ylidene]-piperazine-1-carboxylic acid tert-butyl ester (113461-89-5,113531-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 25 °C

2: 69 percent / lithium tri-tert-butoxyaluminium hydride / tetrahydrofuran / 1 h

With dmap; lithium tri(t-butoxy)aluminum hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00253a022

upstream raw materials:

(Z)-4-benzyl-1-(tert-butoxycarbonyl)-6-<(2,4,5-trimethoxy-3-methylphenyl)methyl>-3-<(2,4,5-trimethoxy-3-methylphenyl)methylene>-2,5-piperazinedione

di-tert-butyl dicarbonate

(Z)-4-benzyl-6-<(2,4,5-trimethoxy-3-methylphenyl)-methyl>-3-<(2,4,5-trimethoxy-3-methylphenyl)methylene>-2,5-piperazinedione

Downstream raw materials:

1-Benzyl-3,6-bis-(2,4,5-trimethoxy-3-methyl-benzyl)-1H-pyrazin-2-one

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