ChemicalBook CAS DataBase List 1-ETHYL-1,2,3,4-TETRA-HYDRO-ISOQUINOLINE

1-ETHYL-1,2,3,4-TETRA-HYDRO-ISOQUINOLINE synthesis

6synthesis methods

Product Name:1-ETHYL-1,2,3,4-TETRA-HYDRO-ISOQUINOLINE
CAS Number:25939-81-5
Molecular formula:C11H15N
Molecular Weight:161.24

24423-87-8
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557-20-0
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$14.00/1g

365564-07-4 Synthesis

2-(3,5-DIMETHOXY)-PHENYL-4,4,5,5-TETRAMETHYL-(1,3,2)-DIOXABOROLANE

365564-07-4
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$17.00/250mg

1-ETHYL-1,2,3,4-TETRA-HYDRO-ISOQUINOLINE

25939-81-5
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$45.00/100mg

Isoquinoline, 1-(3,5-dimethoxyphenyl)-1,2,3,4-tetrahydro-2-hydroxy-, (1S)-

1229227-19-3
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Yield:1229227-19-3 53% ，25939-81-5 32%

Reaction Conditions:

Stage #1: 3,5-dimethoxyphenylboronic acid pinacol esterwith diethylzinc in toluene at 70; for 12 h;Inert atmosphere;
Stage #2: 3,4-dihydro-isoquinoline 2-oxide;diethylzincwith [(1S)-1-((S)-1-methylpropyl)-(2-morpholin-4-ylethyl)]carbamic acid tert-butyl ester in dichloromethane;toluene at -30 - -20; for 24.25 h;Inert atmosphere;
Stage #3: with methanol in dichloromethane;toluene at -20;Inert atmosphere;optical yield given as %ee;enantioselective reaction;

References:

Wang, Sa;Onaran, M. Burak;Seto, Christopher T. [Organic Letters,2010,vol. 12,# 12,p. 2690 - 2693] Location in patent:supporting information; experimental part

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480438-75-3 Synthesis