dimethyl (2S,5S)-1-pyrrolidine-2,5-dicarboxylate

Base Information

Chemical Name:dimethyl (2S,5S)-1-pyrrolidine-2,5-dicarboxylate
CAS No.:158867-56-2
Molecular Formula:C₂₆H₃₀N₂O₈S
Molecular Weight:530.599
Hs Code.:

dimethyl (2S,5S)-1-<N-(2-benzoylethyl)-N-tosylglycyl>pyrrolidine-2,5-dicarboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of dimethyl (2S,5S)-1-pyrrolidine-2,5-dicarboxylate

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Technology Process of dimethyl (2S,5S)-1-pyrrolidine-2,5-dicarboxylate

There total 5 articles about dimethyl (2S,5S)-1-pyrrolidine-2,5-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:

: 101294-01-3
4-methyl-N-(3-oxo-3-phenyl-propyl)benzenesulfonamide

: 158867-56-2
dimethyl (2S,5S)-1-pyrrolidine-2,5-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / NaBH₄ / ethanol / 0.5 h

2: 17.4 g / K(t-BuO) / dimethylformamide / 20 h / 50 - 60 °C

3: 71 percent / pyridinium dichromate / CH₂Cl₂

4: 1M Bu₄NF / tetrahydrofuran / 27 h

5: 2.) pyridine / 1.) CH₂Cl₂, overnight, 2.) CH₂Cl₂, 20 h, 20 deg C

With pyridine; sodium tetrahydroborate; dipyridinium dichromate; potassium tert-butylate; tetrabutyl ammonium fluoride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19940770322

Reference yield:

: 158867-57-3
N-(3-hydroxy-3-phenylpropyl)-4-methyl-benzenesulfonamide

: 158867-56-2
dimethyl (2S,5S)-1-pyrrolidine-2,5-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 17.4 g / K(t-BuO) / dimethylformamide / 20 h / 50 - 60 °C

2: 71 percent / pyridinium dichromate / CH₂Cl₂

3: 1M Bu₄NF / tetrahydrofuran / 27 h

4: 2.) pyridine / 1.) CH₂Cl₂, overnight, 2.) CH₂Cl₂, 20 h, 20 deg C

With pyridine; dipyridinium dichromate; potassium tert-butylate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19940770322

Reference yield:

: 158867-60-8
2-(trimethylsilyl)ethyl N-(2-benzoylethyl)-N-tosylglycinate

: 158867-56-2
dimethyl (2S,5S)-1-pyrrolidine-2,5-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1M Bu₄NF / tetrahydrofuran / 27 h

2: 2.) pyridine / 1.) CH₂Cl₂, overnight, 2.) CH₂Cl₂, 20 h, 20 deg C

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/hlca.19940770322