1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol

Base Information

Chemical Name:1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol
CAS No.:627862-68-4
Molecular Formula:C₃₀H₄₅NO₅Si
Molecular Weight:527.777
Hs Code.:

Synonyms:1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol

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Chemical Property of 1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol

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Technology Process of 1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol

There total 9 articles about 1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol 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:

: 627862-88-8
rac-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol

: 627862-68-4
1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / KMnO₄ / acetonitrile / 1.42 h / -7 - -5 °C

2: 93 percent / triethylamine; 1,2-(R,R)-N-tosyl-1,2-diphenylethylenediamine; formic acid / dichloro(p-cymene)ruthenium(II) / dimethylformamide / 0 - 25 °C

With potassium permanganate; formic acid; triethylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.200351129

Reference yield:

: 627862-66-2
O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-isoquinoline-1-yl)ethanol

: 627862-68-4
1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / triethylamine; 1,2-(R,R)-N-tosyl-1,2-diphenylethylenediamine; formic acid / dichloro(p-cymene)ruthenium(II) / dimethylformamide / 0 - 25 °C

With formic acid; triethylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In N,N-dimethyl-formamide;
DOI:10.1002/anie.200351129

Reference yield:

: 112342-27-5
(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-ylidene)acetic acid ethyl ester

: 627862-68-4
1-(S)-N-carbobenzyloxy-O-triisopropylsilyl-2-(6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-yl)ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / H₂ / Pd/C / acetic acid; ethanol / 1.33 h / 3075.25 Torr

2: 92 percent / LiAlH₄ / tetrahydrofuran / 4 h / 25 °C

3: 94 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 18 h / 25 °C

4: aq. NaHCO₃ / 3.5 h / Heating

With 1H-imidazole; dmap; lithium aluminium tetrahydride; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/chem.200306039