1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-dicarboxylate
CAS No.:1449602-39-4
Molecular Formula:C₂₅H₂₉NO₆
Molecular Weight:439.508
Hs Code.:

Synonyms:1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-dicarboxylate

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Chemical Property of 1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-dicarboxylate

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Technology Process of 1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-dicarboxylate

There total 6 articles about 1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-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: 86.0%

: 1449602-29-2
1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

: 1449602-39-4
1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-dicarboxylate

Guidance literature:: 1-tert-butyl 2-methyl (2S,4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h;

With triethylamine; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.3987/COM-12-S(N)9

Reference yield:

: 367966-45-8
(2S,4S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester

: 1449602-39-4
1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 5 h / 0 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C

3.1: sodium hydroxide / methanol; water / 4 h / Reflux

3.2: 10 h / 0 °C

4.1: methanol / 1 h / 20 °C

5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C

5.2: 0.5 h / -78 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; 5.1: |Swern Oxidation / 5.2: |Swern Oxidation;
DOI:10.3987/COM-12-S(N)9

Reference yield:

: 1-tert-butyl 2-methyl (4S)-2-[4-(benzyloxy)benzyl]-4-hydroxypyrrolidine-1,2-dicarboxylate

: 1449602-39-4
1-tert-butyl 2-methyl (2S)-2-[4-(benzyloxy)benzyl]-4-oxopyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol; water / 4 h / Reflux

1.2: 10 h / 0 °C

2.1: methanol / 1 h / 20 °C

3.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h / -78 °C

3.2: 0.5 h / -78 °C

With oxalyl dichloride; dimethyl sulfoxide; sodium hydroxide; In methanol; dichloromethane; water; 3.1: |Swern Oxidation / 3.2: |Swern Oxidation;
DOI:10.3987/COM-12-S(N)9