(2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid

Base Information

Chemical Name:(2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid
CAS No.:934471-20-2
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:

Synonyms:(2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid

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Chemical Property of (2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid

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Technology Process of (2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid

There total 4 articles about (2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid 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: 56.0%

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

: 934471-20-2
(2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid

Guidance literature:: With sodium hydroxide; In methanol; water; at 20 ℃; for 6h;
DOI:10.1016/j.bmc.2007.01.033

Reference yield:

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

: 934471-20-2
(2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 56 percent / hydrogen / Pd/C / methanol / 13 h / 20 °C / atmospheric pressure

2: 56 percent / NaOH / methanol; H₂O / 6 h / 20 °C

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; water;
DOI:10.1016/j.bmc.2007.01.033

Reference yield:

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

: 934471-20-2
(2S,4R)-1-(tert-butoxycarbonyl)-4-(2,6-dimethylphenyl)-2-pyrrolidinecarboxylic acid

Guidance literature:: Multi-step reaction with 4 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

3.1: 56 percent / hydrogen / Pd/C / methanol / 13 h / 20 °C / atmospheric pressure

4.1: 56 percent / NaOH / methanol; H₂O / 6 h / 20 °C

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