1H-Pyrrolizine-3-carboxylicacid,2,3-dihydro-1-oxo-,methylester,(S)-(9CI)

Base Information

• Chemical Name: 1H-Pyrrolizine-3-carboxylicacid,2,3-dihydro-1-oxo-,methylester,(S)-(9CI)
• CAS No.: 80314-99-4
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.175
• Mol file: 80314-99-4.mol

Synonyms:1H-Pyrrolizine-3-carboxylicacid,2,3-dihydro-1-oxo-,methylester,(S)-(9CI)

Chemical Property of 1H-Pyrrolizine-3-carboxylicacid,2,3-dihydro-1-oxo-,methylester,(S)-(9CI)

Chemical Property:

• PSA: 48.30000
• LogP: 0.78860

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrrolizine-3-carboxylicacid,2,3-dihydro-1-oxo-,methylester,(S)-(9CI)

There total 4 articles about 1H-Pyrrolizine-3-carboxylicacid,2,3-dihydro-1-oxo-,methylester,(S)-(9CI) 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: 37.0%

(S)-2-Pyrrol-1-yl-succinic acid 1-methyl ester (80314-98-3) → (S)-1-Oxo-2,3-dihydro-1H-pyrrolizine-3-carboxylic acid methyl ester (80314-99-4)

Guidance literature:

With phosphorus pentoxide; In toluene;

DOI:10.1016/S0040-4039(01)81888-8

Reference yield:

dimethyl (2S)-2-(1H-pyrrol-1-yl)butanedioate (157034-03-2) → (S)-1-Oxo-2,3-dihydro-1H-pyrrolizine-3-carboxylic acid methyl ester (80314-99-4) + (R)-1-Oxo-2,3-dihydro-1H-pyrrolizine-3-carboxylic acid methyl ester

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 0.25h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)76698-6

Reference yield:

dimethyl L-aspartate hydrochloride (32213-95-9) → (S)-1-Oxo-2,3-dihydro-1H-pyrrolizine-3-carboxylic acid methyl ester (80314-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent / H₂O / 0.5 h / 80 °C

2: BBr₃ / CH₂Cl₂ / 0.25 h / 20 °C

With boron tribromide; In dichloromethane; water;

DOI:10.1016/S0040-4039(00)76698-6

upstream raw materials:

(S)-2-Pyrrol-1-yl-succinic acid 1-methyl ester

dimethyl (2S)-2-(1H-pyrrol-1-yl)butanedioate

(2S)-4-oxo-1-azabicyclo<3.3.0>octa-5,7-diene-2-carboxylic acid

methyl iodide

Downstream raw materials:

(2S)-4-oxo-1-azabicyclo<3.3.0>octa-5,7-diene-2-carboxylic acid