ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

Base Information

• Chemical Name: ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate
• CAS No.: 1169411-02-2
• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.337
• Mol file: 1169411-02-2.mol

Synonyms:ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

Chemical Property of ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate

There total 4 articles about ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate 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: 85.0%

ethyl 3-(benzyl(4-hydroxyphenyl)amino)-3-oxopropanoate (1169410-96-1) → ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate (1169411-02-2) + ethyl 1-benzyl-7a-methoxy-2,5-dioxo-2,3,3a,4,5,7a-hexahydro-1H-indole-3-carboxylate

Guidance literature:

ethyl 3-(benzyl(4-hydroxyphenyl)amino)-3-oxopropanoate; With dmap; copper(ll) sulfate pentahydrate; In methanol; at 0 ℃; for 0.166667h;

With [bis(acetoxy)iodo]benzene; In methanol; at 0 ℃;

DOI:10.1021/ol901005x

Reference yield: 74.0%

ethyl 3-(benzyl(4-hydroxyphenyl)amino)-3-oxopropanoate (1169410-96-1) → ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate (1169411-02-2)

Guidance literature:

With dmap; copper(ll) sulfate pentahydrate; [bis(acetoxy)iodo]benzene; In ethanol; at 0 ℃; for 1.16667h;

DOI:10.1039/c1cc10916b

Reference yield:

4-(benzylamino)phenol (103-14-0) → ethyl 1-benzyl-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carboxylate (1169411-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 0 - 20 °C

2: dmap; copper(ll) sulfate pentahydrate; [bis(acetoxy)iodo]benzene / methanol / 0 °C

With pyridine; dmap; copper(ll) sulfate pentahydrate; [bis(acetoxy)iodo]benzene; In methanol; dichloromethane;

DOI:10.1002/adsc.201600554

upstream raw materials:

ethyl 3-(benzyl(4-hydroxyphenyl)amino)-3-oxopropanoate

4-(benzylamino)phenol

ethyl chlorocarbonylacetate