(2'S,3'R)-5',5'-diethyl 3'-methyl 1-benzyl-7-bromo-2-oxospiro[indoline-3,2'-pyrrolidine]-3',5',5'-tricarboxylate

Base Information

Chemical Name:(2'S,3'R)-5',5'-diethyl 3'-methyl 1-benzyl-7-bromo-2-oxospiro[indoline-3,2'-pyrrolidine]-3',5',5'-tricarboxylate
CAS No.:1391858-37-9
Molecular Formula:C₂₆H₂₇BrN₂O₇
Molecular Weight:559.414
Hs Code.:

Synonyms:(2'S,3'R)-5',5'-diethyl 3'-methyl 1-benzyl-7-bromo-2-oxospiro[indoline-3,2'-pyrrolidine]-3',5',5'-tricarboxylate

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Chemical Property of (2'S,3'R)-5',5'-diethyl 3'-methyl 1-benzyl-7-bromo-2-oxospiro[indoline-3,2'-pyrrolidine]-3',5',5'-tricarboxylate

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Technology Process of (2'S,3'R)-5',5'-diethyl 3'-methyl 1-benzyl-7-bromo-2-oxospiro[indoline-3,2'-pyrrolidine]-3',5',5'-tricarboxylate

There total 2 articles about (2'S,3'R)-5',5'-diethyl 3'-methyl 1-benzyl-7-bromo-2-oxospiro[indoline-3,2'-pyrrolidine]-3',5',5'-tricarboxylate 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: 83.0%

: 6829-40-9
aminomalonic acid diethyl ester

: 940763-48-4
1-benzyl-7-bromoindoline-2,3-dione

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 1391858-37-9
(2'S,3'R)-5',5'-diethyl 3'-methyl 1-benzyl-7-bromo-2-oxospiro[indoline-3,2'-pyrrolidine]-3',5',5'-tricarboxylate

Guidance literature:: aminomalonic acid diethyl ester; 1-benzyl-7-bromoindoline-2,3-dione; With C₄₂H₂₈O₉P₂; In toluene; for 0.25h; Molecular sieve;

acrylic acid methyl ester; In toluene; at 20 ℃; for 60h; optical yield given as %ee; enantioselective reaction; Molecular sieve;
DOI:10.1002/chem.201200358

Reference yield:

: 20780-74-9
7-bromoisatin

: 1391858-37-9
(2'S,3'R)-5',5'-diethyl 3'-methyl 1-benzyl-7-bromo-2-oxospiro[indoline-3,2'-pyrrolidine]-3',5',5'-tricarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; hexane; N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: benzyl halide / 0 - 20 °C

2.1: C₄₂H₂₈O₉P₂ / toluene / 0.25 h / Molecular sieve

2.2: 60 h / 20 °C / Molecular sieve

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