2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-, methyl ester

Base Information

• Chemical Name: 2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-, methyl ester
• CAS No.: 87281-44-5
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.219

Synonyms:5,6,7,8-Tetrahydro-indolizine-2-carboxylic acid methyl ester;5,6,7,8-tetrahydro-2-methoxycarbonylindolizine;

Chemical Property of 2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-, methyl ester

Chemical Property:

• Melting Point: 73 - 74 °C
• PSA: 31.23000
• LogP: 1.61100

Purity/Quality:

99% ^*data from raw suppliers

Methyl5,6,7,8-tetrahydroindolizine-2-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-, methyl ester

There total 2 articles about 2-Indolizinecarboxylic acid, 5,6,7,8-tetrahydro-, 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: 23.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + propynoic acid methyl ester (922-67-8) + pipecolic Acid (4043-87-2,83680-83-5) → methyl 5,6,7,8-tetrahydro-1-indolizinylcarboxylate (87281-43-4) + methyl 5,6,7,8-tetrahydroindolizine-2-carboxylate (87281-44-5) + 6,7,8,9-tetrahydro-1-(E-2'-methoxycarbonylethenyl)-4-methoxycarbonylazonine

Guidance literature:

With dibutyltin chloride; In toluene; at 100 ℃; for 16h; Product distribution; different cyclic secondary α-amino acids, reagent and reaction times; with paraformaldehyde or formalin;

DOI:10.1039/c39870001296

Reference yield:

1-Trimethylsilanylmethyl-piperidine-2-thione (87281-40-1) + propynoic acid methyl ester (922-67-8) → 3-Methylthio-2-propensaeure-methylester (13733-57-8) + methyl 5,6,7,8-tetrahydro-1-indolizinylcarboxylate (87281-43-4) + methyl 5,6,7,8-tetrahydroindolizine-2-carboxylate (87281-44-5)

Guidance literature:

With cesium fluoride; methyl trifluoromethanesulfonate; Yield given. Multistep reaction. Yields of byproduct given; 1) CH₂Cl₂, 25 degC, 1 h, 2) dimethoxyethane, overnight;

DOI:10.1021/jo00172a064

Reference yield: 58.0%

methyl 5,6,7,8-tetrahydroindolizine-2-carboxylate (87281-44-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 3-formyl-5,6,7,8-tetrahydroindolizine-2-carboxylate (1433990-45-4)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; In dichloromethane; at 0 - 20 ℃; for 1.16667h;

methyl 5,6,7,8-tetrahydroindolizine-2-carboxylate; In dichloromethane; acetonitrile; at 20 ℃; for 3h;

upstream raw materials:

formaldehyd

propynoic acid methyl ester

pipecolic Acid

1-Trimethylsilanylmethyl-piperidine-2-thione

Downstream raw materials:

3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-1(2H)-one

2-bromo-6-(1-oxo-3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-2(1H)-yl)benzyl acetate

2-(1-oxo-3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-2(1H)-yl)-6-(4-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate

2-(2-(hydroxymethyl)-3-(1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl)phenyl)-3,4,6,7,8,9-hexahydropyrido[3,4-b]indolizin-1(2H)-one

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