(4aR,5S,10bR,12R)-1-benzyl-8-(((3-chloropropyl)dimethylsilyl)-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-8-(((3-chloropropyl)dimethylsilyl)-ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline
CAS No.:1438285-65-4
Molecular Formula:C₃₀H₃₉ClN₂Si
Molecular Weight:491.192
Hs Code.:

Synonyms:(4aR,5S,10bR,12R)-1-benzyl-8-(((3-chloropropyl)dimethylsilyl)-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-8-(((3-chloropropyl)dimethylsilyl)-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-8-(((3-chloropropyl)dimethylsilyl)-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-8-(((3-chloropropyl)dimethylsilyl)-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: 66.0%

: 1225377-78-5
(4aR,5S,10bR,12R)-1-benzyl-8-ethynyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

: 10605-40-0
(3-chloropropyl)dimethylchlorosilane

: 1438285-65-4
(4aR,5S,10bR,12R)-1-benzyl-8-(((3-chloropropyl)dimethylsilyl)-ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jo400695c

Reference yield:

: 1225377-67-2
3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate

: 1438285-65-4
(4aR,5S,10bR,12R)-1-benzyl-8-(((3-chloropropyl)dimethylsilyl)-ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: dicarbonylcyclopentadienylcobalt / chlorobenzene / 8 h / 131 °C / Inert atmosphere; Irradiation

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 13 h / 23 °C / Inert atmosphere; Heating

5: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

With 1H-imidazole; dicarbonylcyclopentadienylcobalt; tetrabutyl ammonium fluoride; potassium carbonate; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; tetrachloromethane; chlorobenzene; toluene;
DOI:10.1021/jo400695c

Reference yield:

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

: 1438285-65-4
(4aR,5S,10bR,12R)-1-benzyl-8-(((3-chloropropyl)dimethylsilyl)-ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 13 h / 23 °C / Inert atmosphere; Heating

4: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

With 1H-imidazole; dicarbonylcyclopentadienylcobalt; tetrabutyl ammonium fluoride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; toluene;
DOI:10.1021/jo400695c