Technology Process of O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate
There total 9 articles about O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
In
diphenylether;
at 240 ℃;
for 0.333333h;
DOI:10.1021/jo001080s
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 98 percent / AlCl3; pyridine / CHCl3 / 24 h / Heating
2: 93 percent / dimethylformamide / 48 h / 140 °C
3: 92 percent / KOH; benzyltriethylammonium chloride / CHCl3 / 36 h / 20 °C
4: Amberlyst A-21 ion-exchange resin / tetrahydrofuran / 3 h / 20 °C
5: 1.86 g / 2,6-lutidine / tetrahydrofuran / 2 h / 0 - 20 °C
6: 76 percent / NaBH4; NiCl2*6H2O / methanol; tetrahydrofuran / 25 h / 0 °C
7: 97 percent / DMAP; K2CO3 / tetrahydrofuran / -78 - -30 °C
8: 90 percent / trimethyl orthoformate / 12 h / Heating
9: 82 percent / diphenyl ether / 0.33 h / 240 °C
With
pyridine; 2,6-dimethylpyridine; dmap; potassium hydroxide; sodium tetrahydroborate; aluminium trichloride; Amberlyst A-21 ion-exchange resin; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; nickel dichloride; trimethyl orthoformate;
In
tetrahydrofuran; methanol; diphenylether; chloroform; N,N-dimethyl-formamide;
1: ether cleavage / 2: Alkylation / 3: Methylation / 4: Addition / 5: silylation / 6: Reduction / 7: benzyloxycarbonylation / 8: Condensation / 9: Cyclization;
DOI:10.1021/jo001080s
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 93 percent / dimethylformamide / 48 h / 140 °C
2: 92 percent / KOH; benzyltriethylammonium chloride / CHCl3 / 36 h / 20 °C
3: Amberlyst A-21 ion-exchange resin / tetrahydrofuran / 3 h / 20 °C
4: 1.86 g / 2,6-lutidine / tetrahydrofuran / 2 h / 0 - 20 °C
5: 76 percent / NaBH4; NiCl2*6H2O / methanol; tetrahydrofuran / 25 h / 0 °C
6: 97 percent / DMAP; K2CO3 / tetrahydrofuran / -78 - -30 °C
7: 90 percent / trimethyl orthoformate / 12 h / Heating
8: 82 percent / diphenyl ether / 0.33 h / 240 °C
With
2,6-dimethylpyridine; dmap; potassium hydroxide; sodium tetrahydroborate; Amberlyst A-21 ion-exchange resin; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; nickel dichloride; trimethyl orthoformate;
In
tetrahydrofuran; methanol; diphenylether; chloroform; N,N-dimethyl-formamide;
1: Alkylation / 2: Methylation / 3: Addition / 4: silylation / 5: Reduction / 6: benzyloxycarbonylation / 7: Condensation / 8: Cyclization;
DOI:10.1021/jo001080s
![5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione](/Databaselist/images/loading.webp)
