1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

Base Information

Chemical Name:1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate
CAS No.:934470-91-4
Molecular Formula:C₁₉H₂₅NO₄
Molecular Weight:331.412
Hs Code.:

Synonyms:1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

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Chemical Property of 1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

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Technology Process of 1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

There total 2 articles about 1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-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: 100.0%

: 100379-00-8
2,6-dimethylbenzene boronic acid

: 462125-00-4
(S)-4-trifluoromethanesulfonyloxy-2,5-dihydro-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 934470-91-4
1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; for 1.5h; Heating;
DOI:10.1016/j.bmc.2007.01.033

Reference yield:

: 102195-80-2
(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

: 934470-91-4
1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0.25 h / -78 °C

1.2: 77 percent / tetrahydrofuran / 3 h / -78 °C

2.1: 100 percent / Na₂CO₃ / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dioxane; H₂O / 1.5 h / Heating

With sodium hexamethyldisilazane; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; water; 2.1: Suzuki coupling;
DOI:10.1016/j.bmc.2007.01.033

Reference yield: 56.0%

: 934470-91-4
1-tert-butyl 2-methyl (2S)-4-(2,6-dimethylphenyl)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylate

: 934471-03-1
1-tert-butyl 2-methyl (2S,4R)-4-(2,6-dimethylphenyl)-1,2-pyrrolidinedicarboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 13h; atmospheric pressure;
DOI:10.1016/j.bmc.2007.01.033