1H-Pyrrolizine-6-carboxylic acid, 2,3-dihydro-, methyl ester

Base Information

• Chemical Name: 1H-Pyrrolizine-6-carboxylic acid, 2,3-dihydro-, methyl ester
• CAS No.: 63486-71-5
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• DSSTox Substance ID: DTXSID30454577
• Nikkaji Number: J899.033F
• Wikidata: Q82276180
• Mol file: 63486-71-5.mol

Synonyms:63486-71-5;1H-Pyrrolizine-6-carboxylic acid, 2,3-dihydro-, methyl ester;Methyl 6,7-dihydro-5H-pyrrolizine-2-carboxylate;SCHEMBL21570233;DTXSID30454577;6,7-Dihydro-5H-pyrrolizine-2-carboxylic acid methyl ester

Chemical Property of 1H-Pyrrolizine-6-carboxylic acid, 2,3-dihydro-, methyl ester

Chemical Property:

• PSA: 31.23000
• LogP: 1.22090
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

2,3-dihydro-1H-Pyrrolizine-6-carboxylicacidmethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CN2CCCC2=C1

Technology Process of 1H-Pyrrolizine-6-carboxylic acid, 2,3-dihydro-, methyl ester

There total 7 articles about 1H-Pyrrolizine-6-carboxylic acid, 2,3-dihydro-, methyl ester 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: 65.0%

3-(2-Acetylamino-ethylsulfanyl)-6,7-dihydro-5H-pyrrolizine-2-carboxylic acid methyl ester → methyl 2,3-dihydro-1H-pyrrolizine-6-carboxylate (63486-71-5)

Guidance literature:

With hydrogen; nickel;

DOI:10.1016/S0040-4039(97)01761-9

Reference yield:

methyl 3H-pyrrolizine-6-carboxylate (20929-02-6) → methyl 2,3-dihydro-1H-pyrrolizine-6-carboxylate (63486-71-5)

Guidance literature:

With hydrogen; In ethanol; for 5h;

Reference yield:

(S)-1-(4,5-Dihydro-thiazol-2-yl)-pyrrolidine-2-carboxylic acid (198198-40-2) → methyl 2,3-dihydro-1H-pyrrolizine-6-carboxylate (63486-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / triethylamine / toluene / 65 - 75 °C

2: 65 percent / hydrogen / Raney-nickel

With hydrogen; triethylamine; nickel; In toluene;

DOI:10.1016/S0040-4039(97)01761-9

upstream raw materials:

methyl 3-(2-formyl-1H-pyrrol-1-yl)propanoate

(S)-1-(4,5-Dihydro-thiazol-2-yl)-pyrrolidine-2-carboxylic acid

2-pyrrole aldehyde

methyl 3H-pyrrolizine-6-carboxylate