8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione

Base Information

Chemical Name:8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione
CAS No.:95739-44-9
Molecular Formula:C₄₁H₆₂N₂O₈Si₂
Molecular Weight:767.123
Hs Code.:

8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione

Synonyms:8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione

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Chemical Property of 8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione

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Technology Process of 8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione

There total 14 articles about 8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-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

: 95739-44-9
8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 5 steps

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

2: 91 percent / silver triflate / tetrahydrofuran / 0.33 h / Ambient temperature

3: 1.) LDA / 1.) THF, -100 deg C, 5 min; 2.) -100 deg C, 2 min

4: 99 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / Ambient temperature

5: 1.) tert-butyllithium; 2.) O₂ / 1.) THF, -100 deg C, 10 min; 2.) THF, -100 deg C, 30 min, then room temp., 30 min

With 2,6-dimethylpyridine; dmap; tert.-butyl lithium; oxygen; silver trifluoromethanesulfonate; triethylamine; lithium diisopropyl amide; 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)

: 95739-44-9
8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 6 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: 91 percent / silver triflate / tetrahydrofuran / 0.33 h / Ambient temperature

4: 1.) LDA / 1.) THF, -100 deg C, 5 min; 2.) -100 deg C, 2 min

5: 99 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / Ambient temperature

6: 1.) tert-butyllithium; 2.) O₂ / 1.) THF, -100 deg C, 10 min; 2.) THF, -100 deg C, 30 min, then room temp., 30 min

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; tert.-butyl lithium; oxygen; silver trifluoromethanesulfonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00297a035

Reference yield:

: 81600-36-4
(+/-)-2,2,4-trimethyl-1,3-dioxolane-4-carboxaldehyde

: 95739-44-9
8-benzyl-10-benzoyl-8,10-diaza-1-<1'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylidene>-5-<((tert-butyldimethylsilyl)oxy)methyl>-6-hydroxy-2-oxabicyclo<4.2.2>decane-7,9-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -100 deg C, 5 min; 2.) -100 deg C, 2 min

2: 99 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / Ambient temperature

3: 1.) tert-butyllithium; 2.) O₂ / 1.) THF, -100 deg C, 10 min; 2.) THF, -100 deg C, 30 min, then room temp., 30 min

With 2,6-dimethylpyridine; tert.-butyl lithium; oxygen; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/ja00297a035