(1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine

Base Information

Chemical Name:(1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine
CAS No.:1334404-63-5
Molecular Formula:C₂₈H₄₁NOSi
Molecular Weight:435.725
Hs Code.:

Synonyms:(1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine

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Chemical Property of (1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine

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Technology Process of (1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine

There total 23 articles about (1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine 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: 79.0%

: 1334404-62-4
4-((2S,3R,6S)-6-(2-((tert-butyl)diphenylsilyloxy)ethyl)-3-methylpiperidin-2-yl)butan-1-ol

: 1334404-63-5
(1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at -10 - 20 ℃;
DOI:10.1039/c1cc13048j

Reference yield: 49.0%

: C₃₁H₄₅NOS₂Si

: 1334404-63-5
(1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine

Guidance literature:: With hydrogen; In tetrahydrofuran; at 40 ℃; for 6h;
DOI:10.1002/ejoc.201901680

Reference yield:

: C₂₇H₃₃NO₃SSi

: 1334404-63-5
(1R,4S,9aS)-4-(2-((tert-butyl)diphenylsilyloxy)ethyl)-1-methyl-octahydro-1H-quinolizine

Guidance literature:: Multi-step reaction with 8 steps

1.1: tert.-butyl lithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; pentane / 0.17 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: manganese(IV) oxide / dichloromethane / 24 h / 25 °C / Inert atmosphere

3.1: dichloromethane / 3 h / 25 °C / Inert atmosphere

4.1: magnesium / methanol / 17 h / 25 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 0.5 h / Inert atmosphere; Cooling

7.1: sodium hydrogencarbonate / dichloromethane; water / 10 h / 25 °C / Inert atmosphere

8.1: hydrogen / tetrahydrofuran / 6 h / 40 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; manganese(IV) oxide; lithium aluminium tetrahydride; hydrogen; tert.-butyl lithium; sodium hydrogencarbonate; magnesium; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; pentane; 3.1: |Wittig Olefination;
DOI:10.1002/ejoc.201901680