ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate

Base Information

Chemical Name:ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate
CAS No.:146923-37-7
Molecular Formula:C₃₄H₃₉NO₄
Molecular Weight:525.688
Hs Code.:

Synonyms:ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate

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Chemical Property of ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate

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Technology Process of ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate

There total 10 articles about ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate 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: 87.5%

: 59771-03-8
1-bromo-1-(4-isobutylphenyl)propane

: 146922-63-6
ethyl 4-[1-(4-hydroxybenzoyl)indolizin-3-yl]butyrate

: 146923-37-7
ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at -20 ℃; for 1h;
DOI:10.1248/cpb.49.799

Reference yield:

: 274-40-8
indolizine

: 146923-37-7
ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 37.9 percent / AlCl₃ / CH₂Cl₂ / 1 h / 20 °C

2.1: 56.1 percent / BH₃*THF / tetrahydrofuran / 0.17 h / 20 °C

3.1: AlCl₃ / CH₂Cl₂ / 0.33 h / 20 °C

3.2: 37.2 percent / CH₂Cl₂ / 2 h

4.1: 90.9 percent / NaOEt / tetrahydrofuran / 0.33 h / 0 °C

5.1: 87.5 percent / DEAD; PPh₃ / tetrahydrofuran; toluene / 1 h / -20 °C

With aluminium trichloride; borane-THF; sodium ethanolate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; 1.1: Friedel-Crafts acylation / 3.2: Friedel-Crafts acylation / 5.1: Mitsunobu reaction;
DOI:10.1248/cpb.49.799

Reference yield:

: 27914-73-4
4-acetoxybenzoyl chloride

: 146923-37-7
ethyl (+/-)-4-[1-[4-[1-(4-isobutylphenyl)propyloxy]benzoyl]indolizin-3-yl]butyrate

Guidance literature:: Multi-step reaction with 3 steps

1.1: AlCl₃ / CH₂Cl₂ / 0.33 h / 20 °C

1.2: 37.2 percent / CH₂Cl₂ / 2 h

2.1: 90.9 percent / NaOEt / tetrahydrofuran / 0.33 h / 0 °C

3.1: 87.5 percent / DEAD; PPh₃ / tetrahydrofuran; toluene / 1 h / -20 °C

With aluminium trichloride; sodium ethanolate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; 1.2: Friedel-Crafts acylation / 3.1: Mitsunobu reaction;
DOI:10.1248/cpb.49.799