ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate

Base Information

Chemical Name:ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate
CAS No.:765952-48-5
Molecular Formula:C₂₃H₂₇NO₅
Molecular Weight:397.471
Hs Code.:

Synonyms:ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate

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Chemical Property of ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate

Chemical Property:

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Technology Process of ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate

There total 8 articles about ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate 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: 85.0%

: 105-36-2
ethyl bromoacetate

: 765952-42-9
methyl 7-phenylethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

: 765952-48-5
ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 17h;
DOI:10.1515/HC.2004.10.2-3.175

Reference yield:

: 66-02-4
3,5-diiodotyrosine

: 765952-48-5
ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 42 percent / HCl / 1,2-dimethoxy-ethane; H₂O / 20 h / 72 °C

2: 100 percent / thionyl chloride / 14 h / Heating

3: 100 percent / triethylamine / dioxane; H₂O / 21 h / 20 °C

4: 87 percent / potassium carbonate / dimethylformamide / 14 h / 20 °C

5: 100 percent / triethylamine; H₂ / Pd/C / methanol / 3 h / 20 °C / 2068.59 Torr

6: 96 percent / trifluoroacetic acid / CH₂Cl₂ / 7 h / 20 °C

7: 85 percent / sodium hydride / tetrahydrofuran / 17 h / 20 °C

With hydrogenchloride; thionyl chloride; hydrogen; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1515/HC.2004.10.2-3.175

Reference yield:

: 160080-87-5
6,8-diiodo-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

: 765952-48-5
ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / thionyl chloride / 14 h / Heating

2: 100 percent / triethylamine / dioxane; H₂O / 21 h / 20 °C

3: 87 percent / potassium carbonate / dimethylformamide / 14 h / 20 °C

4: 100 percent / triethylamine; H₂ / Pd/C / methanol / 3 h / 20 °C / 2068.59 Torr

5: 96 percent / trifluoroacetic acid / CH₂Cl₂ / 7 h / 20 °C

6: 85 percent / sodium hydride / tetrahydrofuran / 17 h / 20 °C

With thionyl chloride; hydrogen; sodium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1515/HC.2004.10.2-3.175