Ethyl 5,6,7,8-tetrahydroindolizine-1-carboxylate

Base Information

• Chemical Name: Ethyl 5,6,7,8-tetrahydroindolizine-1-carboxylate
• CAS No.: 61009-77-6
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• DSSTox Substance ID: DTXSID00489134
• Wikidata: Q82332233
• Mol file: 61009-77-6.mol

Synonyms:61009-77-6;Ethyl 5,6,7,8-tetrahydroindolizine-1-carboxylate;ethyl 5,6,7,8-tetrahydro-1-indolizinecarboxylate;5,6,7,8-tetrahydro-indolizine-1-carboxylic acid ethyl ester;SCHEMBL15157716;DTXSID00489134;ICBCDJYKZWNHFY-UHFFFAOYSA-N;FT-0733404;A1-01146;5,6,7,8-tetrahydro-4H-indolizine-1-carboxylic acid ethyl ester

Chemical Property of Ethyl 5,6,7,8-tetrahydroindolizine-1-carboxylate

Chemical Property:

• Boiling Point: 327.0±30.0 °C(Predicted)
• PKA: -4.59±0.20(Predicted)
• PSA: 31.23000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 2.00110
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

5,6,7,8-tetrahydro-1-Indolizinecarboxylicacidethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C2CCCCN2C=C1

Technology Process of Ethyl 5,6,7,8-tetrahydroindolizine-1-carboxylate

There total 3 articles about Ethyl 5,6,7,8-tetrahydroindolizine-1-carboxylate 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: 17.0%

rac-1-formylpiperidine-2-carboxylic acid (54966-20-0) + propynoic acid ethyl ester (623-47-2) → 5,6,7,8-tetrahydroindolizine-1-carboxylic acid ethyl ester (61009-77-6)

Guidance literature:

With acetic anhydride; at 120 ℃; for 2h; Inert atmosphere;

Reference yield:

pipecolic Acid (4043-87-2,83680-83-5) → 5,6,7,8-tetrahydroindolizine-1-carboxylic acid ethyl ester (61009-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride / 4 h / 0 - 5 °C

2: acetic anhydride / 2 h / 120 °C / Inert atmosphere

With acetic anhydride;

Reference yield:

→ 5,6,7,8-tetrahydroindolizine-1-carboxylic acid ethyl ester (61009-77-6)

Guidance literature:

N-Formyl-2-piperidincarbonsaeure 1, Ethylpropiolat;

DOI:10.1021/jo00425a034

upstream raw materials:

pipecolic Acid

rac-1-formylpiperidine-2-carboxylic acid

propynoic acid ethyl ester

Downstream raw materials:

5,6,7,8-tetrahydroindolizine-1-carboxylic acid

trans(1H,8aH)-1-diphenylhydroxymethylindolisidine

1-diphenylmethylene-4-methyl-cis-indolisidinium bromide

1-diphenylmethyleneindolisidine