ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate

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Chemical Name:ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate
CAS No.:197963-34-1
Molecular Formula:C₂₅H₂₄ClNO₃
Molecular Weight:421.923
Hs Code.:

Synonyms:ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate

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Chemical Property of ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate

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Technology Process of ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate

There total 7 articles about ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate 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: 92.0%

: 1679-18-1
4-Chlorophenylboronic acid

: 197963-33-0
ethyl 2-(2,2-dimethyl-7-phenyl-6-trifluoromethanesulfonyloxy-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate

: 197963-34-1
ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; water; Heating;
DOI:10.1021/jo971480o

Reference yield:

: 197963-29-4
2,2-dimethyl-5-phenylpent-4-ynal

: 197963-34-1
ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Et₃N, 2.) NaBH(OAc)3 / 1) CH₂Cl₂, rt, 15 min; 2) CH₂Cl₂, rt, 12 h

2: 68 percent / pivalic acid / 5 h / 150 °C

3: 77 percent / EtONa / ethanol / 15 h / Ambient temperature

4: 1.) NaH / 1) THF, rt, 1 h; 2) THF, rt, 12 h

5: 92 percent / Pd(PPh₃)4, Na₂CO₃ / tetrahydrofuran; H₂O / 1) rt, 1 h; 2) reflux, 1 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium ethanolate; sodium tris(acetoxy)borohydride; sodium hydride; sodium carbonate; triethylamine; Trimethylacetic acid; In tetrahydrofuran; ethanol; water;
DOI:10.1016/S0040-4020(99)00176-3

Reference yield:

: 197963-31-8
2,2-dimethyl-7-phenyl-2,3,5,6-tetrahydro-1H-pyrrolizin-6-one

: 197963-34-1
ethyl 2-(6-(4-chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl)-2-oxoacetate

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / EtONa / ethanol / 15 h / Ambient temperature

2: 1.) NaH / 1) THF, rt, 1 h; 2) THF, rt, 12 h

3: 92 percent / Pd(PPh₃)4, Na₂CO₃ / tetrahydrofuran; H₂O / 1) rt, 1 h; 2) reflux, 1 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium ethanolate; sodium hydride; sodium carbonate; In tetrahydrofuran; ethanol; water;
DOI:10.1016/S0040-4020(99)00176-3