Technology Process of (12R,13R,15R)-2-benzyl-15-(tert-butyldimethylsilyloxy)-13-isopropyl-2-azatricyclo[10.2.1.113,14]hexadeca-1(14),3(16)-diene
There total 19 articles about (12R,13R,15R)-2-benzyl-15-(tert-butyldimethylsilyloxy)-13-isopropyl-2-azatricyclo[10.2.1.113,14]hexadeca-1(14),3(16)-diene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
4 A molecular sieve; acetic acid;
In
methanol;
at 50 ℃;
for 3h;
DOI:10.1021/ja9941781
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: dess-martin periodinane; sodium bicarbonate / CH2Cl2 / 0.17 h
2.1: (S,S)-1,2-diphenyl-1,2-diaminoethane bis-p-toluenesulfonami.; BBr3 / CH2Cl2 / 2 h / -78 °C
3.1: 68 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C
4.1: 98 percent / platinum chloride / toluene / 1 h / 80 °C
6.1: BH3*DMS / diethyl ether / 22 h
6.2: aq. H2O2; NaOH / diethyl ether / 20 h / 20 °C
6.3: TPAP; NMO; molecular sieves 4A / CH2Cl2 / 8 h / 20 °C
7.1: 60 percent / glacial acetic acid; molecular sieves 4A / methanol / 3 h / 50 °C
With
2,6-dimethylpyridine; dimethylsulfide borane complex; (S,S)-1,2-diphenyl-1,2-diaminoethane bis-p-toluenesulfonami; 4 A molecular sieve; boron tribromide; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; platinum(II) chloride;
In
methanol; diethyl ether; dichloromethane; toluene;
1.1: Reduction / 2.1: Alkylation / 3.1: Addition / 4.1: metathesis / 6.1: hydroboration / 6.2: Oxidation / 6.3: Oxidation / 7.1: cyclocondensation;
DOI:10.1021/ja9941781
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 5.09 g / imidazole; DMAP / dimethylformamide / 16 h / 20 °C
2.1: 0.489 g / DCC / dimethylaminopyridine / CH2Cl2 / 2 h / 20 °C
3.1: 99 percent / sodium hydroxide / methanol / 12 h / 20 °C
4.1: 68 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / 0 °C
5.1: 98 percent / platinum chloride / toluene / 1 h / 80 °C
7.1: BH3*DMS / diethyl ether / 22 h
7.2: aq. H2O2; NaOH / diethyl ether / 20 h / 20 °C
7.3: TPAP; NMO; molecular sieves 4A / CH2Cl2 / 8 h / 20 °C
8.1: 60 percent / glacial acetic acid; molecular sieves 4A / methanol / 3 h / 50 °C
With
1H-imidazole; 2,6-dimethylpyridine; dmap; sodium hydroxide; dimethylsulfide borane complex; 4 A molecular sieve; acetic acid; dicyclohexyl-carbodiimide; platinum(II) chloride;
dmap;
In
methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
1.1: Addition / 2.1: Addition / 3.1: Hydrolysis / 4.1: Addition / 5.1: metathesis / 7.1: hydroboration / 7.2: Oxidation / 7.3: Oxidation / 8.1: cyclocondensation;
DOI:10.1021/ja9941781
