methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid

Base Information

Chemical Name:methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid
CAS No.:253195-72-1
Molecular Formula:C₁₆H₁₅NO₃
Molecular Weight:269.3
Hs Code.:

Synonyms:methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid

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Chemical Property of methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid

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Technology Process of methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid

There total 5 articles about methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid 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: 81.0%

: 960-16-7
tributylphenylstannane

: 253195-64-1
methyl 5-oxo-6-trifluoromethanesulfonyloxy-1,2,3,5-tetrahydroindolizine-8-carboxylate

: 253195-72-1
methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In tetrahydrofuran; for 17h; Heating;
DOI:10.1021/jo9911600

Reference yield:

: 253195-64-1
methyl 5-oxo-6-trifluoromethanesulfonyloxy-1,2,3,5-tetrahydroindolizine-8-carboxylate

: 98-80-6
phenylboronic acid

: 253195-72-1
methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In tetrahydrofuran; water; at 80 ℃; Inert atmosphere; Sealed tube;
DOI:10.1021/co400067q

Reference yield:

: 907969-47-5
1-(phenylsulfonylacetyl)pyrrolidin-2-one

: 253195-72-1
methyl-5-oxo-6-phenyl-1,2,3-trihydroindolizine-8-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / Et₃N; p-acetamidophenylsulfonyl azide / acetonitrile / 0 - 20 °C

2: 86 percent / Rh(OAc)2 / benzene / 14 h / Heating

3: 98 percent / Et₃N / CH₂Cl₂ / 6 h / 20 °C

4: 81 percent / Pd(PPh₃)4; LiCl / tetrahydrofuran / 17 h / Heating

With rhodium(II) acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4-acetamidobenzenesulfonyl azide; triethylamine; lithium chloride; In tetrahydrofuran; dichloromethane; acetonitrile; benzene; 1: Substitution / 2: Cycloaddition / 3: Substitution / 4: Phenylation;
DOI:10.1021/jo9911600