(4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

Base Information

Chemical Name:(4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline
CAS No.:1438285-38-1
Molecular Formula:C₃₇H₅₆N₂Si₂
Molecular Weight:585.036
Hs Code.:

(4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

Synonyms:(4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

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Chemical Property of (4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

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Technology Process of (4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

There total 11 articles about (4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline 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: 63.0%

: 762260-26-4
1,4-bis(tert-butyldimethylsilyl)buta-1,3-diyne

: 1225377-71-8
2-((4aR,5R,7S,8aS)-1-benzyl-8a-ethynyl-7-methyldecahydroquinolin-5-yl)acetonitrile

: 1438285-38-1
(4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

Guidance literature:: With dicarbonylcyclopentadienylcobalt; In tetrahydrofuran; at 140 ℃; for 20h; regioselective reaction; Inert atmosphere;
DOI:10.1021/jo400695c

Reference yield:

: 1225377-69-4
2-((1S,2R,3R,5R)-3-ethynyl-2-(3-hydroxypropyl)-3-(benzylamino)-5-methylcyclohexyl)acetonitrile

: 1438285-38-1
(4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine; 1H-imidazole / tetrachloromethane / 15 h / 77 °C / Inert atmosphere

2: dicarbonylcyclopentadienylcobalt / tetrahydrofuran / 20 h / 140 °C / Inert atmosphere

With 1H-imidazole; dicarbonylcyclopentadienylcobalt; triphenylphosphine; In tetrahydrofuran; tetrachloromethane;
DOI:10.1021/jo400695c

Reference yield:

: 1225377-59-2
(R)-3-(4-methyl-6-oxocyclohex-1-en-1-yl)propyl acetate

: 1438285-38-1
(4aR,5S,10bR,12R)-1-benzyl-9-(tert-butyldimethylsilyl)-8-((tertbutyldimethylsilyl)ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.68 h / -78 °C / Inert atmosphere

1.2: 0.55 h / -78 °C / Inert atmosphere

2.1: tetrahydrofuran; toluene / 0.58 h / 23 °C / Inert atmosphere

3.1: magnesium(II) perchlorate / 0.5 h / 23 °C / Inert atmosphere

4.1: copper(l) chloride / tetrahydrofuran / 0.5 h / 80 °C / Inert atmosphere

5.1: potassium carbonate / methanol / 7 h / 23 °C / Inert atmosphere

6.1: triphenylphosphine; 1H-imidazole / tetrachloromethane / 15 h / 77 °C / Inert atmosphere

7.1: dicarbonylcyclopentadienylcobalt / tetrahydrofuran / 20 h / 140 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; magnesium(II) perchlorate; dicarbonylcyclopentadienylcobalt; potassium carbonate; triphenylphosphine; copper(l) chloride; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; toluene;
DOI:10.1021/jo400695c