ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate

Base Information

• Chemical Name: ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate
• CAS No.: 1341215-06-2
• Molecular Formula: C₁₇H₂₀N₂O₄
• Molecular Weight: 316.357
• Mol file: 1341215-06-2.mol

Synonyms:ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate

Chemical Property of ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate

There total 5 articles about ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate 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: 71.0%

(4S,8aS)-4-phenyl-perhydropyrrolo[1,2-a]pyrazine-1,3-dione + ethyl bromoacetate (105-36-2) → ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate (1341215-06-2)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In acetone; for 1h; Reflux;

DOI:10.1016/j.ejmech.2011.07.027

Reference yield:

(2S,αS)-α-(2-carbamoylpyrrolidin-1-yl)-α-phenylacetic acid methyl ester (958852-30-7) → ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate (1341215-06-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol / 0.17 h / 20 °C

2: tetrabutylammomium bromide; potassium carbonate / acetone / 1 h / Reflux

With tetrabutylammomium bromide; potassium carbonate; sodium hydroxide; In ethanol; acetone;

DOI:10.1016/j.ejmech.2011.07.027

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → ethyl (4S,8aS)-α-(1,3-dioxo-4-phenyl-perhydropyrrole[1,2-a]pyrazin-2-yl)-acetate (1341215-06-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: thionyl chloride / methanol / 2 h / Reflux

1.2: 20 °C

2.1: ammonia / methanol / 72 h / 20 °C

3.1: pyridine / acetonitrile / 2 h / Reflux

4.1: sodium hydroxide / ethanol / 0.17 h / 20 °C

5.1: tetrabutylammomium bromide; potassium carbonate / acetone / 1 h / Reflux

With pyridine; thionyl chloride; tetrabutylammomium bromide; ammonia; potassium carbonate; sodium hydroxide; In methanol; ethanol; acetone; acetonitrile;

DOI:10.1016/j.ejmech.2011.07.027

upstream raw materials:

(2S,αS)-α-(2-carbamoylpyrrolidin-1-yl)-α-phenylacetic acid methyl ester

ethyl bromoacetate

proline acid chloride

L-prolinamide