(S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:135697-15-3
Molecular Formula:C₁₈H₂₇N₅O₄
Molecular Weight:377.443
Hs Code.:

Synonyms:(S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about (S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 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:

: 17342-08-4
(S)-Pyroglutaminol

: 135697-15-3
(S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / N-methylimidazole / CH₂Cl₂ / 24 h / 0 °C

2: 62 percent / potassium tert-butoxide / dimethylsulfoxide / 18 h / 25 °C

3: dimethylformamide / 8 h / 40 °C

4: 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂

With 1-methyl-1H-imidazole; dmap; potassium tert-butylate; triethylamine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00021a010

Reference yield:

: 135697-15-3
(S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 135697-44-8
C₇₀H₉₂N₁₄O₁₁

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / (p-toluenesulfonyl)hydrazine / CH₂Cl₂ / 24 h / 25 °C

2: 83 percent / pyridine / 8 h / Ambient temperature

3: 73 percent / 1 M LiOH / tetrahydrofuran; 2-methyl-propan-2-ol; ethanol; H₂O / 0.13 h

4: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide methiodide, 4-(dimethylamino)pyridine / CH₂Cl₂

5: 65 percent / Et₃N / dimethylformamide / 12 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; triethylamine; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo00021a010

Reference yield:

: 135697-15-3
(S)-2-{4-[1-Dimethylamino-eth-(E)-ylideneamino]-2-oxo-2H-pyrimidin-1-ylmethyl}-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: C₇₁H₈₅N₁₃O₁₄

Guidance literature:: Multi-step reaction with 9 steps

1: 79 percent / (p-toluenesulfonyl)hydrazine / CH₂Cl₂ / 24 h / 25 °C

2: 83 percent / pyridine / 8 h / Ambient temperature

3: 73 percent / 1 M LiOH / tetrahydrofuran; 2-methyl-propan-2-ol; ethanol; H₂O / 0.13 h

4: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide methiodide, 4-(dimethylamino)pyridine / CH₂Cl₂

5: 65 percent / Et₃N / dimethylformamide / 12 h / Ambient temperature

8: NBS, pyridine / H₂O; tetrahydrofuran / 25 °C

9: 1) diimide, 2) DMAP / CH₂Cl₂

With pyridine; dmap; lithium hydroxide; N-Bromosuccinimide; diimide; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; triethylamine; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo00021a010