8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

Base Information

Chemical Name:8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione
CAS No.:95782-39-1
Molecular Formula:C₂₂H₂₄N₂O₄
Molecular Weight:380.444
Hs Code.:

Synonyms:8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

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Chemical Property of 8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

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Technology Process of 8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

There total 3 articles about 8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<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:

: 92098-02-7
1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-(hydroxymethyl)-3''-(hydroxypropyl)>-2,5-piperazinedione

: 95782-39-1
8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 13.5 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 1.) AgOTf; 2.) tetra-n-butylammonium fluoride / 1.) CHCl₃, room temp., 35 min; 2.) THF, room temp., 10 min

With dmap; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1021/ja00297a035

Reference yield:

: 92098-01-6
1,4-dimethyl-3-(2'-thiopyridyl)-6-(2''-δ-valerolactonyl)-2,5-piperazinedione (syn, major diastereomer)

: 95782-39-1
8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 54 percent / lithium aluminium hydride / tetrahydrofuran / 0.5 h / 0 °C

2: 13.5 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 1.) AgOTf; 2.) tetra-n-butylammonium fluoride / 1.) CHCl₃, room temp., 35 min; 2.) THF, room temp., 10 min

With dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00297a035

Reference yield:

: 95694-58-9
1,4-dibenzyl-3-(2'-thiopyridyl)-6-<1''-<((tert-butyldimethylsilyl)oxy)methyl>-3''-(hydroxypropyl)>-2,5-piperazinedione

: 95782-39-1
8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: With tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; Yield given. Multistep reaction; 1.) CHCl₃, room temp., 35 min; 2.) THF, room temp., 10 min;
DOI:10.1021/ja00297a035