ethyl (R)-2--2-<6-cyano-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate

Base Information

• Chemical Name: ethyl (R)-2--2-<6-cyano-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate
• CAS No.: 126522-81-4
• Molecular Formula: C₂₉H₃₃N₃O₉S
• Molecular Weight: 599.662
• Mol file: 126522-81-4.mol

Synonyms:

Chemical Property of ethyl (R)-2--2-<6-cyano-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (R)-2--2-<6-cyano-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate

There total 5 articles about ethyl (R)-2--2-<6-cyano-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate 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: 56.4%

(2R)-1-(6′-cyano-5′-oxo-3′,5′,-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-2-ethoxy-2-oxoethyl 1-tosylpyrrolidine-2-carboxylate (110714-44-8,126639-36-9,126639-37-0) + ethyl iodide (75-03-6) → (R)-((S)-2-(6′-cyano-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-1-ethoxy-1-oxobutan-2-yl) 1-tosylpyrrolidine-2-carboxylate (110742-81-9) + ethyl (R)-2--2-<6-cyano-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate (126522-81-4)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) DMF, room temperature, 1 h, 2) room temperature, 3 h;

Reference yield: 56.0%

ethyl iodide (75-03-6) + C26H27N3O9S → (R)-((S)-2-(6′-cyano-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-1-ethoxy-1-oxobutan-2-yl) 1-tosylpyrrolidine-2-carboxylate (110742-81-9) + ethyl (R)-2--2-<6-cyano-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate (126522-81-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0040-4039(00)99086-5

Reference yield:

ethyl 2-bromo-2-(6′-cyano-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)acetate (110714-43-7) → ethyl (R)-2--2-<6-cyano-1,1-(ethylenedioxy)-5-oxo-1,2,3,5-tetrahydroindolizin-7-yl>butanoate (126522-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂CO₃ / dimethylformamide / 70 °C

2: NaH / dimethylformamide / Ambient temperature

With sodium hydride; sodium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)99086-5

upstream raw materials:

(2R)-1-(6′-cyano-5′-oxo-3′,5′,-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-2-ethoxy-2-oxoethyl 1-tosylpyrrolidine-2-carboxylate

ethyl iodide

ethyl 2-(6′-cyan-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)acetate

ethyl 2-bromo-2-(6′-cyano-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)acetate