8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione

Base Information

Chemical Name:8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione
CAS No.:135366-22-2
Molecular Formula:C₃₂H₄₄N₂O₅Si
Molecular Weight:564.797
Hs Code.:

Synonyms:8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione

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Chemical Property of 8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione

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Technology Process of 8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione

There total 11 articles about 8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione 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: 90.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 135366-19-7
8,10-bis(p-methoxybenzyl)-8,10-diaza-6-hydroxy-5-vinylbicyclo<4.2.2>decane-7,9-dione

: 135366-22-2
8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; for 0.666667h;

Reference yield:

: 61362-77-4
5-[tert-butyldimethylsilyloxy]pent-1-yne

: 135366-22-2
8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 1 h, b) 25 deg C, 3 h

2: 79 percent / H₂, quinoline / 5percent palladium on calcium carbonate poisoned with lead / methanol / 8 h / 25 °C

3: 79 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4.5 h

4: 91 percent / tetrabutylamonium fluoride / tetrahydrofuran / 2 h / 25 °C

5: 1.) methanesulfonyl chloride, triethylamine, 2.) NaI / 1.) THF, 0 deg C, 1 h, 2.) 2-butanone, 80 deg C, 1.5 h

6: 77 percent / hexamethylphosphoramide, lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

7: 83 percent / p-toluenesulfonic acid / methanol / 2 h / 25 °C

8: 37 percent / p-toluenesulfonic acid, pyridinium p-toluenesulfonate / CH₂Cl₂ / 70 h / Heating

10: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h

With 2,6-dimethylpyridine; quinoline; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; sodium iodide; lithium hexamethyldisilazane; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 100571-18-4
6-(tert-butyldimethylsiloxy)hex-2-yn-1-ol

: 135366-22-2
8,10-bis(p-methoxybenzyl)-8,10-diaza-6-<(tert-butyldimetylsilyl)oxy>-5-vinylbicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 9 steps

1: 79 percent / H₂, quinoline / 5percent palladium on calcium carbonate poisoned with lead / methanol / 8 h / 25 °C

2: 79 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4.5 h

3: 91 percent / tetrabutylamonium fluoride / tetrahydrofuran / 2 h / 25 °C

4: 1.) methanesulfonyl chloride, triethylamine, 2.) NaI / 1.) THF, 0 deg C, 1 h, 2.) 2-butanone, 80 deg C, 1.5 h

5: 77 percent / hexamethylphosphoramide, lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

6: 83 percent / p-toluenesulfonic acid / methanol / 2 h / 25 °C

7: 37 percent / p-toluenesulfonic acid, pyridinium p-toluenesulfonate / CH₂Cl₂ / 70 h / Heating

9: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h

With 2,6-dimethylpyridine; quinoline; N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; sodium iodide; lithium hexamethyldisilazane; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane;