diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

Base Information

Chemical Name:diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate
CAS No.:1391850-20-6
Molecular Formula:C₂₃H₂₉NO₇
Molecular Weight:431.486
Hs Code.:

Synonyms:diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

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Chemical Property of diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

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Technology Process of diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

There total 5 articles about diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-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: 97.0%

: 1391850-08-0
C₂₃H₃₁NO₇

: 1391850-20-6
diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 40 ℃;
DOI:10.1002/chem.201103015

Reference yield:

: 1391849-84-5
diethyl (3R,4R,5R,1'E)-3-butyl-5-(1-hexenyl)-4-hydroxymethylpyrrolidine-2,2-dicarboxylate

: 1391850-20-6
diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole; dmap / tetrahydrofuran / 20 °C

2.1: potassium carbonate / acetonitrile / 2 h / Reflux

2.2: 2 h / Reflux

3.1: ozone / dichloromethane / -78 °C

3.2: 1 h / -78 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

5.1: pyridinium chlorochromate / dichloromethane / 40 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; potassium carbonate; ozone; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/chem.201103015

Reference yield:

: 1391849-93-6
diethyl (3R,4R,5R,1'E)-3-butyl-4-[(tertbutyldiphenylsilyloxy)methyl]-5-hexenylpyrrolidine-2,2-dicarboxylate

: 1391850-20-6
diethyl (3R,3aR,6aS)-1-benzoyl-3-butyl-6-oxotetrahydro-1H-furo[3,4-b]pyrrole-2,2(3H)-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / acetonitrile / 2 h / Reflux

1.2: 2 h / Reflux

2.1: ozone / dichloromethane / -78 °C

2.2: 1 h / -78 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

4.1: pyridinium chlorochromate / dichloromethane / 40 °C

With tetrabutyl ammonium fluoride; potassium carbonate; ozone; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/chem.201103015