(2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate

Base Information

Chemical Name:(2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate
CAS No.:1391858-22-2
Molecular Formula:C₂₉H₃₂N₂O₉
Molecular Weight:552.581
Hs Code.:

Synonyms:(2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate

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Chemical Property of (2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate

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Technology Process of (2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate

There total 3 articles about (2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate 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: 84.0%

: 6829-40-9
aminomalonic acid diethyl ester

: 1391858-02-8
1-benzyl-6-methylindoline-2,3-dione

: 624-48-6
dimethyl cis-but-2-ene-1,4-dioate

: 1391858-22-2
(2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate

Guidance literature:: aminomalonic acid diethyl ester; 1-benzyl-6-methylindoline-2,3-dione; With C₄₂H₂₈O₉P₂; In toluene; for 0.25h; Molecular sieve;

dimethyl cis-but-2-ene-1,4-dioate; In toluene; at 20 ℃; for 36h; optical yield given as %ee; enantioselective reaction; Molecular sieve;
DOI:10.1002/chem.201200358

Reference yield:

: 1128-47-8
6-methylindoline-2,3-dione

: 1391858-22-2
(2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0 °C

1.2: 0 - 20 °C

2.1: C₄₂H₂₈O₉P₂ / toluene / 0.25 h / Molecular sieve

2.2: 36 h / 20 °C / Molecular sieve

With C₄₂H₂₈O₉P₂; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.201200358

Reference yield:

: 3420-02-8
6-methylindole

: 1391858-22-2
(2'S,3'R,4'S)-5',5'-diethyl 3',4'-dimethyl 1-benzyl-6-methyl-2-oxospiro[indoline-3,2'-pyrrolidine]-3',4',5',5'-tetracarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridinium chlorochromate / 1,2-dichloro-ethane / 20 - 70 °C

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0 °C

2.2: 0 - 20 °C

3.1: C₄₂H₂₈O₉P₂ / toluene / 0.25 h / Molecular sieve

3.2: 36 h / 20 °C / Molecular sieve

With C₄₂H₂₈O₉P₂; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.201200358