4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one

Base Information

Chemical Name:4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one
CAS No.:157974-03-3
Molecular Formula:C₁₈H₂₅N₃O₄
Molecular Weight:347.414
Hs Code.:

Synonyms:4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one

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Chemical Property of 4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one

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Technology Process of 4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one

There total 6 articles about 4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one 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:

: 51186-58-4,98482-77-0
4-benzyl Boc-D-aspartate

: 157974-03-3
4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / 1,3-dicyclohexylcarbodiimide / ethyl acetate / Ambient temperature

2: LAH / tetrahydrofuran / 0.67 h / -78 °C

3: 1.) glacial acetic acid, 2.) NaCNBH₃ / 1.) EtOH, 10 min, 2.) EtOH, 70 min

4: 100 percent / H₂, glacial acetic acid / 10percent Pd/C / 3040 Torr / Ambient temperature

5: 1.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-hydroxybenzotriazole hydrate, 2.) diisopropylethylamine / 1.) DMF, 30 min, 2.) DMF, 2 h

With lithium aluminium tetrahydride; hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;
DOI:10.1021/jm00037a005

Reference yield:

: 157974-00-0
N-Boc-β-benzyl-D-aspartyl-3,5-dimethylpyrazolide

: 157974-03-3
4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: LAH / tetrahydrofuran / 0.67 h / -78 °C

2: 1.) glacial acetic acid, 2.) NaCNBH₃ / 1.) EtOH, 10 min, 2.) EtOH, 70 min

3: 100 percent / H₂, glacial acetic acid / 10percent Pd/C / 3040 Torr / Ambient temperature

4: 1.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-hydroxybenzotriazole hydrate, 2.) diisopropylethylamine / 1.) DMF, 30 min, 2.) DMF, 2 h

With lithium aluminium tetrahydride; hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/jm00037a005

Reference yield:

: 5241-58-7
L-Phenylalanine amide

: 157974-03-3
4(R)-(Boc-amino)-1-((S)-benzylcarbamoylmethyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) glacial acetic acid, 2.) NaCNBH₃ / 1.) EtOH, 10 min, 2.) EtOH, 70 min

2: 100 percent / H₂, glacial acetic acid / 10percent Pd/C / 3040 Torr / Ambient temperature

3: 1.) 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N-hydroxybenzotriazole hydrate, 2.) diisopropylethylamine / 1.) DMF, 30 min, 2.) DMF, 2 h

With hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal;
DOI:10.1021/jm00037a005