dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate

Base Information

Chemical Name:dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate
CAS No.:1549877-31-7
Molecular Formula:C₂₀H₂₀N₂O₆
Molecular Weight:384.389
Hs Code.:

Synonyms:dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate

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Chemical Property of dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate

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Technology Process of dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate

There total 6 articles about dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate 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: 100.0%

: 1482501-69-8
dimethyl 6-benzyl-9-methoxy-5-oxo-2,3,5,6-tetrahydro-1H-6,8a-(azenometheno)indolizine-7,8-dicarboxylate

: 1549877-31-7
dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate

Guidance literature:: With acetic acid; potassium iodide; at 100 ℃; Inert atmosphere;
DOI:10.1021/ol403632t

Reference yield:

: 914468-21-6
N-(azidoacetyl)-L-proline methyl ester

: 1549877-31-7
dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine / toluene / 19 h / 20 - 90 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.33 h / -78 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 16 h / 60 °C / Inert atmosphere

4.1: acetic acid; potassium iodide / 100 °C / Inert atmosphere

With acetic acid; triphenylphosphine; potassium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol403632t

Reference yield:

: 38074-72-5
(S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid methyl ester

: 1549877-31-7
dimethyl 6-benzyl-5,9-dioxo-2,3,5,6-tetrahydro-1H-6,8a-(epiminomethano)indolizine-7,8-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium azide / butanone / 72 h / 80 °C / Inert atmosphere

2.1: triphenylphosphine / toluene / 19 h / 20 - 90 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.33 h / -78 °C / Inert atmosphere

4.1: N,N-dimethyl-formamide / 16 h / 60 °C / Inert atmosphere

5.1: acetic acid; potassium iodide / 100 °C / Inert atmosphere

With sodium azide; acetic acid; triphenylphosphine; potassium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; butanone;
DOI:10.1021/ol403632t