(S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
CAS No.:1609564-20-6
Molecular Formula:C₂₅H₃₀F₃NO₅
Molecular Weight:481.512
Hs Code.:

Synonyms:(S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Chemical Property of (S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Technology Process of (S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 7 articles about (S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 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: 82.0%

: C₁₈H₂₅NO₅

: 402-43-7
p-trifluoromethylphenyl bromide

: 1609564-20-6
(S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: p-trifluoromethylphenyl bromide; With iodine; magnesium; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

C₁₈H₂₅NO₅; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetlet.2014.03.130

Reference yield:

: (R)-N-(2-(2-chloroethyl)-4,5-dimethoxybenzylidene)-2-methylpropane-2-sulfinamide

: 1609564-20-6
(S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloromethane; diethyl ether / 1 h / -78 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 6 h / 0 - 20 °C

3.1: sodium hydride; hydrogenchloride / methanol; water; 1,4-dioxane / 0.5 h / 0 - 20 °C

4.1: triethylamine / dichloromethane / 0.17 h

4.2: 1 h / 20 °C

5.1: osmium(VIII) oxide; 2,6-dimethylpyridine; sodium periodate / 1,4-dioxane / 2 h

6.1: magnesium; iodine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

6.2: 2 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; iodine; sodium hydride; magnesium; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 1.1: |Grignard Reaction / 6.1: |Grignard Reaction;
DOI:10.1016/j.tetlet.2014.03.130

Reference yield:

: 1415385-74-8
(R)-N-((S)-1-(2-(2-chloroethyl)-4,5-dimethoxyphenyl)but-3-enyl)-2-methylpropane-2-sulfinamide

: 1609564-20-6
(S)-tert-butyl 1-(2-hydroxy-2-(4-(trifluoromethyl)phenyl)ethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 6 h / 0 - 20 °C

2.1: sodium hydride; hydrogenchloride / methanol; water; 1,4-dioxane / 0.5 h / 0 - 20 °C

3.1: triethylamine / dichloromethane / 0.17 h

3.2: 1 h / 20 °C

4.1: osmium(VIII) oxide; 2,6-dimethylpyridine; sodium periodate / 1,4-dioxane / 2 h

5.1: magnesium; iodine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

5.2: 2 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; iodine; sodium hydride; magnesium; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; 5.1: |Grignard Reaction;
DOI:10.1016/j.tetlet.2014.03.130