4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl ester

Base Information

Chemical Name:4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl ester
CAS No.:177559-83-0
Molecular Formula:C₃₁H₃₂N₂O₅
Molecular Weight:512.605
Hs Code.:

Synonyms:4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl ester

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Chemical Property of 4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl ester

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Technology Process of 4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl ester

There total 11 articles about 4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl 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: 42.0%

: 2969-81-5
Ethyl 4-bromobutyrate

: 177558-91-7
8-hydroxy-2-(1-(2-amino-2-oxoacetyl)-2-(ethyl-3-(o-phenylbenzyl))indolizin-8-yloxy)acetatate

: 177559-83-0
4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl ester

Guidance literature:: With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; for 5h;
DOI:10.1021/jm960395q

Reference yield:

: 14002-52-9
o-phenylbenzoyl chloride

: 177559-83-0
4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 46 percent / Et₃N / 90 °C

2: 50percent aq. KOH / dimethylsulfoxide / 140 °C

3: toluene / 1 h / Heating

4: NaBH₄, AlCl₃ / tetrahydrofuran / 0.75 h / Heating

5: tetrahydrofuran / 0 °C

6: aq. NH₄OH / tetrahydrofuran / Ambient temperature

7: 95 percent / H₂ / 10percent Pd/C / ethyl acetate

8: 42 percent / K₂CO₃, KI / dimethylformamide / 5 h

With potassium hydroxide; ammonium hydroxide; sodium tetrahydroborate; aluminium trichloride; hydrogen; potassium carbonate; triethylamine; potassium iodide; palladium on activated charcoal; In tetrahydrofuran; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm960395q

Reference yield:

: 2584-12-5
ethyl 3-hydroxy-2-pyridineacetate

: 177559-83-0
4-(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) 60percent NaH / 1.) DMF, 0 deg C, 50 min, 2.) DMF, overnight

2: 92 percent / NaHCO₃ / butan-2-one / 24 h / Heating

3: 46 percent / Et₃N / 90 °C

4: 50percent aq. KOH / dimethylsulfoxide / 140 °C

5: toluene / 1 h / Heating

6: NaBH₄, AlCl₃ / tetrahydrofuran / 0.75 h / Heating

7: tetrahydrofuran / 0 °C

8: aq. NH₄OH / tetrahydrofuran / Ambient temperature

9: 95 percent / H₂ / 10percent Pd/C / ethyl acetate

10: 42 percent / K₂CO₃, KI / dimethylformamide / 5 h

With potassium hydroxide; ammonium hydroxide; sodium tetrahydroborate; aluminium trichloride; hydrogen; sodium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; potassium iodide; palladium on activated charcoal; In tetrahydrofuran; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; butanone;
DOI:10.1021/jm960395q