[1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine

Base Information

• Chemical Name: [1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine
• CAS No.: 84010-77-5
• Molecular Formula: C₂₉H₄₅ClN₂O₂Si₂
• Molecular Weight: 545.312

Synonyms:[1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine

Chemical Property of [1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine

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Technology Process of [1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine

There total 16 articles about [1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine 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:

4-chlorobutyl bromide (6940-78-9) + [1-(3,4-Dihydro-1H-isoquinolin-2-yl)-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine (84010-65-1) → [1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine (84010-77-5) + [1-[(R)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine (84010-77-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -100 ℃; Title compound not separated from byproducts;

DOI:10.1021/ja00339a022

Reference yield:

4-chlorobutyl bromide (6940-78-9) + [1-(3,4-Dihydro-1H-isoquinolin-2-yl)-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine (84010-65-1) → [1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine (84010-77-5) + [1-[(R)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine (84010-77-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -100 ℃; Title compound not separated from byproducts;

DOI:10.1021/ja00339a022

Reference yield:

2-formyl-1,2,3,4-tetrahydroisoquinoline (1699-52-1) → [1-[(S)-1-(4-Chloro-butyl)-3,4-dihydro-1H-isoquinolin-2-yl]-meth-(E)-ylidene]-((1S,2S)-2-phenyl-2-trimethylsilanyloxy-1-trimethylsilanyloxymethyl-ethyl)-amine (84010-77-5)

Guidance literature:

Multi-step reaction with 2 steps

2: lithium diisopropylamide / tetrahydrofuran / -100 °C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/ja00339a022

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

2-formyl-1,2,3,4-tetrahydroisoquinoline

(1S,2S)-2-amino-1-phenyl-1,3-diol

(-)-Norpseudoephedrine hydrochloride

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