(2R)-2-ethenyl-5-oxo-2-Pyrrolidinecarboxaldehyde

Base Information

• Chemical Name: (2R)-2-ethenyl-5-oxo-2-Pyrrolidinecarboxaldehyde
• CAS No.: 1214741-22-6
• Molecular Formula: C7H9NO2
• Molecular Weight: 139.15186
• Mol file: 1214741-22-6.mol

Synonyms:(2R)-2-ethenyl-5-oxo-2-Pyrrolidinecarboxaldehyde

Chemical Property of (2R)-2-ethenyl-5-oxo-2-Pyrrolidinecarboxaldehyde

Chemical Property:

• PSA: 46.17000
• LogP: 0.34890

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-ethenyl-5-oxo-2-Pyrrolidinecarboxaldehyde 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-ethenyl-5-oxo-2-Pyrrolidinecarboxaldehyde

There total 5 articles about (2R)-2-ethenyl-5-oxo-2-Pyrrolidinecarboxaldehyde 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:

C12H19NO3 (1214741-21-5) → (S)-5-oxo-2-vinylpyrrolidine-2-carbaldehyde (1214741-22-6)

Guidance literature:

With triethylamine; In ethanol; water; at 25 ℃; for 4h;

Reference yield:

L-Pyroglutamic acid (98-79-3) → (S)-5-oxo-2-vinylpyrrolidine-2-carbaldehyde (1214741-22-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: methanesulfonic acid / diethylene glycol dimethyl ether; toluene / 14.5 h / Inert atmosphere; Reflux; Dean-Stark

2.1: copper(l) chloride; 1,3-dimethyl-2-imidazolidinone; lithium hexamethyldisilazane; chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / -60 - 10 °C / Inert atmosphere

2.2: 3.67 h / 5 - 25 °C

3.1: sodium hexamethyldisilazane / toluene / 1 h / 10 °C

3.2: 10 °C

4.1: lithium tri(t-butoxy)aluminum hydride / tetrahydrofuran / 14 h / -20 - 0 °C / Inert atmosphere

4.2: 2 h / 0 - 20 °C / Inert atmosphere

5.1: triethylamine / water; ethanol / 4 h / 25 °C

With 1,3-dimethyl-2-imidazolidinone; chloro-trimethyl-silane; methanesulfonic acid; lithium tri(t-butoxy)aluminum hydride; sodium hexamethyldisilazane; triethylamine; copper(l) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether; water; toluene;

Reference yield:

(2R,5S)-2-t-butyl-1-aza-3-oxabicyclo<3.3.0>octane-4,8-dione (171284-84-7) → (S)-5-oxo-2-vinylpyrrolidine-2-carbaldehyde (1214741-22-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: copper(l) chloride; 1,3-dimethyl-2-imidazolidinone; lithium hexamethyldisilazane; chloro-trimethyl-silane / tetrahydrofuran / 0.5 h / -60 - 10 °C / Inert atmosphere

1.2: 3.67 h / 5 - 25 °C

2.1: sodium hexamethyldisilazane / toluene / 1 h / 10 °C

2.2: 10 °C

3.1: lithium tri(t-butoxy)aluminum hydride / tetrahydrofuran / 14 h / -20 - 0 °C / Inert atmosphere

3.2: 2 h / 0 - 20 °C / Inert atmosphere

4.1: triethylamine / water; ethanol / 4 h / 25 °C

With 1,3-dimethyl-2-imidazolidinone; chloro-trimethyl-silane; lithium tri(t-butoxy)aluminum hydride; sodium hexamethyldisilazane; triethylamine; copper(l) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water; toluene;

upstream raw materials:

L-Pyroglutamic acid

(2R,5S)-2-t-butyl-1-aza-3-oxabicyclo<3.3.0>octane-4,8-dione

C₁₁H₁₅NO₄

C₁₂H₁₇NO₃

Downstream raw materials:

5(R)-[[[I(S)-[[I(R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-I-phenyl-2-propenyl]amino]methyl]-5-ethenyl-2-pyrrolidinone 4-methylbenzenesulfonate

Rolapitant hydrochloride

C₂₇H₂₈F₆N₂O₂

C₂₇H₂₆F₆N₂O₂

Refernces

• 1、 -. "Process and Intermediates for the Synthesis of 8-[-methyl]-8-phenyl-1,7-diaza-spiro[4.5]decan-2-one Compounds". . . Retrieved 2014/02/16.