(S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate

Base Information

• Chemical Name: (S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate
• CAS No.: 135697-16-4
• Molecular Formula: C₁₄H₂₀N₄O₄
• Molecular Weight: 308.337
• Mol file: 135697-16-4.mol

Synonyms:(S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate

Chemical Property of (S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate

There total 1 articles about (S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate 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:

(S)-Pyroglutaminol (17342-08-4) → (S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate (135697-16-4)

Guidance literature:

Multi-step reaction with 5 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

5: 79 percent / (p-toluenesulfonyl)hydrazine / CH₂Cl₂ / 24 h / 25 °C

With 1-methyl-1H-imidazole; dmap; potassium tert-butylate; triethylamine; toluene-4-sulfonic acid hydrazide; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo00021a010

Reference yield: 83.0%

(S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate (135697-16-4) + p-tert-butyl benzoyl chloride (1710-98-1) → (S)-1,1-dimethylethyl 2-<<4-<<4-(1,1-dimethylethyl)benzoyl>amino>-1,2-dihydro-2-oxo-1-pyrimidinyl>methyl>-5-oxo-1-pyrrolidinecarboxylate (135697-24-4)

Guidance literature:

With pyridine; for 8h; Ambient temperature;

DOI:10.1021/jo00021a010

Reference yield: 70.0%

benzoyl chloride (98-88-4) + (S)-1,1-dimethylethyl 2-<(4-amino-1,2-dihydro-2-oxo-1-pyrimidinyl)methyl>-5-oxo-1-pyrrolidinecarboxylate (135697-16-4) → (S)-1,1-dimethylethyl 2-<<4-(benzoylamino)-1,2-dihydro-2-oxo-1-pyrimidinyl>methyl>-5-oxo-1-pyrrolidinecarboxylate (135697-18-6)

Guidance literature:

With pyridine; for 8h; Ambient temperature;

DOI:10.1021/jo00021a010

upstream raw materials:

(S)-Pyroglutaminol

Downstream raw materials:

(S)-1,1-dimethylethyl 2-<<4-(benzoylamino)-1,2-dihydro-2-oxo-1-pyrimidinyl>methyl>-5-oxo-1-pyrrolidinecarboxylate

(S)-1,1-dimethylethyl 2-<<4-<<4-(1,1-dimethylethyl)benzoyl>amino>-1,2-dihydro-2-oxo-1-pyrimidinyl>methyl>-5-oxo-1-pyrrolidinecarboxylate

C₇₀H₉₂N₁₄O₁₁

(S)-γ-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(benzoylamino)-1,2-dihydro-2-oxo-1-pyrimidinepentanoic acid