Technology Process of (S)-(+)-1-(4-triisopropylsilanyloxy)benzyl-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
There total 4 articles about (S)-(+)-1-(4-triisopropylsilanyloxy)benzyl-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
formaldehyd; (S)-(-)-1-(4-triisopropylsilanyloxy)benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;
In
methanol;
at 20 ℃;
for 3h;
Inert atmosphere;
With
sodium tetrahydroborate;
In
methanol;
at 0 - 20 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/jo201871c
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere
1.2: 4 h / -78 °C / Inert atmosphere
2.1: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; formic acid; triethylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
3.1: methanol / 3 h / 20 °C / Inert atmosphere
3.2: 2 h / 0 - 20 °C / Inert atmosphere
With
formic acid; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium hexamethylsilazane; triethylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
2.1: Noyori assymmetric transfer hydrogenation reaction;
DOI:10.1021/jo201871c
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; formic acid; triethylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
2.1: methanol / 3 h / 20 °C / Inert atmosphere
2.2: 2 h / 0 - 20 °C / Inert atmosphere
With
formic acid; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; triethylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine;
In
methanol; N,N-dimethyl-formamide;
1.1: Noyori assymmetric transfer hydrogenation reaction;
DOI:10.1021/jo201871c
