(4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic acid ethyl ester

Base Information

Chemical Name:(4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic acid ethyl ester
CAS No.:1192322-58-9
Molecular Formula:C₃₂H₃₉NO₆
Molecular Weight:533.665
Hs Code.:

Synonyms:(4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic acid ethyl ester

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Chemical Property of (4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic acid ethyl ester

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Technology Process of (4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic acid ethyl ester

There total 6 articles about (4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic 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: 66.0%

: 1745-07-9
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 1192322-56-7
C₂₁H₂₆O₅

: 1192322-58-9
(4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic acid ethyl ester

Guidance literature:: With sodium cyanide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; at 20 ℃;
DOI:10.1016/j.bmcl.2009.07.127

Reference yield:

: 828-51-3
1-Adamantanecarboxylic acid

: 1192322-58-9
(4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: aluminum (III) chloride; bromine / dichloromethane / 49 h / -5 - 20 °C / Inert atmosphere

2: aluminum (III) chloride / 24 h / -10 - 20 °C

3: boron tribromide / dichloromethane / -10 - 20 °C / Inert atmosphere

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

5: potassium carbonate / N,N-dimethyl-formamide

With aluminum (III) chloride; bromine; boron tribromide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 21816-08-0
3-bromoadamantane-1-carboxylic acid

: 1192322-58-9
(4-[3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carbonyl)adamantan-1-yl]phenoxy)acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: aluminum (III) chloride / 24 h / -10 - 20 °C

2: boron tribromide / dichloromethane / -10 - 20 °C / Inert atmosphere

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

4: potassium carbonate / N,N-dimethyl-formamide

With aluminum (III) chloride; boron tribromide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;