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

Base Information

Chemical Name:8,10-dibenzyl-8,10-diaza-5-<(methylsulfonyl)methyl>-2-oxabicyclo<4.2.2>decane-7,9-dione
CAS No.:95782-40-4
Molecular Formula:C₂₃H₂₆N₂O₆S
Molecular Weight:458.535
Hs Code.:

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

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

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

There total 13 articles about 8,10-dibenzyl-8,10-diaza-5-<(methylsulfonyl)methyl>-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:

: 124-63-0
methanesulfonyl chloride

: 92216-24-5
8,10-dibenzyl-8,10-diaza-5-(hydroxymethyl)-2-oxabicyclo<4.2.2>decane-7,9-dione

: 95782-40-4
8,10-dibenzyl-8,10-diaza-5-<(methylsulfonyl)methyl>-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: With triethylamine; Yield given. Multistep reaction; 1.) THF, 0 deg C, 10 min; 2.) THF, 0 deg C, 10 min;
DOI:10.1021/ja00297a035

Reference yield:

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

: 95782-40-4
8,10-dibenzyl-8,10-diaza-5-<(methylsulfonyl)methyl>-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 94 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 12 h / Ambient temperature

3: 80 percent / HF-pyridine complex / tetrahydrofuran; CH₂Cl₂ / 0.33 h / Ambient temperature

4: 79 percent / silver triflate / tetrahydrofuran / 0.5 h / Ambient temperature

5: 98 percent / HF-pyridine complex / tetrahydrofuran / 0.5 h / Ambient temperature

6: 1.) triethylamine / 1.) THF, 0 deg C, 10 min; 2.) THF, 0 deg C, 10 min

With dmap; silver trifluoromethanesulfonate; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; 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)

: 95782-40-4
8,10-dibenzyl-8,10-diaza-5-<(methylsulfonyl)methyl>-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 7 steps

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

2: 63 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 94 percent / (dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 12 h / Ambient temperature

4: 80 percent / HF-pyridine complex / tetrahydrofuran; CH₂Cl₂ / 0.33 h / Ambient temperature

5: 79 percent / silver triflate / tetrahydrofuran / 0.5 h / Ambient temperature

6: 98 percent / HF-pyridine complex / tetrahydrofuran / 0.5 h / Ambient temperature

7: 1.) triethylamine / 1.) THF, 0 deg C, 10 min; 2.) THF, 0 deg C, 10 min

With dmap; lithium aluminium tetrahydride; silver trifluoromethanesulfonate; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00297a035