4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic acid ethyl ester

Base Information

Chemical Name:4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic acid ethyl ester
CAS No.:863643-93-0
Molecular Formula:C₃₆H₃₅N₃O₅
Molecular Weight:589.691
Hs Code.:

Synonyms:4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic acid ethyl ester

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Chemical Property of 4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic acid ethyl ester

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Technology Process of 4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic acid ethyl ester

There total 10 articles about 4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic 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: 70.0%

: 4-chloromethyl-3-ethoxycarbonyl-5-ethylpyridinium hydrochloride

: 57256-43-6
2-benzoyl-7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile

: 863643-93-0
4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic acid ethyl ester

Guidance literature:: 2-benzoyl-7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile; With potassium tert-butylate; In N,N-dimethyl-formamide; at -56 ℃; for 0.0333333h;

4-chloromethyl-3-ethoxycarbonyl-5-ethylpyridinium hydrochloride; In N,N-dimethyl-formamide; at -56 - 20 ℃;
DOI:10.1007/s00706-004-0231-5

Reference yield:

: 68686-61-3
5-ethyl-4-methylnicotinonitrile

: 863643-93-0
4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 93 percent / ion-exchange resin (hydroxide form) / H₂O / 16 h / Heating

2.1: 93 percent / HCl gas / ethanol / 36 h / Heating

3.1: 78 percent / aq. H₂O₂ / acetic acid / 15 h / 75 - 80 °C

4.1: p-toluenesulfonyl chloride / dioxane / 1.5 h / Heating

4.2: 79 percent / aq. HCl / dioxane / 0.25 h / 20 °C

5.1: tBuOK / dimethylformamide / 0.03 h / -56 °C

5.2: 70 percent / dimethylformamide / -56 - 20 °C

With hydrogenchloride; ion-exchange resin (hydroxide form); potassium tert-butylate; dihydrogen peroxide; p-toluenesulfonyl chloride; In 1,4-dioxane; ethanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1007/s00706-004-0231-5

Reference yield:

: 22231-61-4
2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine

: 863643-93-0
4-(2-benzoyl-7-benzyloxy-1-cyano-6-methoxy-1,2,3,4-tetrahydroisoquinoline-1-ylmethyl)-5-ethylnicotinic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / 12 h / 20 °C

2.1: 86 percent / POCl₃ / toluene / 1 h / 85 °C

3.1: 91 percent / NaHCO₃ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

4.1: tBuOK / dimethylformamide / 0.03 h / -56 °C

4.2: 70 percent / dimethylformamide / -56 - 20 °C

With potassium tert-butylate; sodium hydrogencarbonate; trichlorophosphate; In dichloromethane; water; N,N-dimethyl-formamide; toluene; 2.1: Bischler-Napieralski cyclization;
DOI:10.1007/s00706-004-0231-5