Technology Process of 2-Azabicyclo[2.2.2]octan-3-one,
7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(phenylmethyl)-5,6-bis[(triethyl
silyl)oxy]-, (1S,4R,5S,6S,7S)-
There total 9 articles about 2-Azabicyclo[2.2.2]octan-3-one,
7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(phenylmethyl)-5,6-bis[(triethyl
silyl)oxy]-, (1S,4R,5S,6S,7S)- 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:
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 25 ℃;
for 2h;
DOI:10.1021/jo0357216
- Guidance literature:
-
Multi-step reaction with 8 steps
1: TBSOTf / CH2Cl2 / 3 h / -85 °C
2: 3.1 g / NaBH4 / NiCl2*6H2O / methanol / 0.67 h / 0 °C
3: 96 percent / DBU / 12 h / 140 °C
4: 92 percent / 2,6-lutidine / CH2Cl2 / 0 °C
5: 79 percent / AcOH / H2O / 7 h / 80 °C
6: 96 percent / pyridine; DMAP / 1 h / 20 °C
7: 91 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / -80 - 25 °C
8: 89 percent / DIPEA / CH2Cl2 / 2 h / 25 °C
With
pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; oxalyl dichloride; t-butyldimethylsiyl triflate; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine;
nickel dichloride;
In
methanol; dichloromethane; water;
7: Swern oxidation;
DOI:10.1021/jo0357216
- Guidance literature:
-
Multi-step reaction with 9 steps
1: MgSO4 / diethyl ether / 0 °C
2: TBSOTf / CH2Cl2 / 3 h / -85 °C
3: 3.1 g / NaBH4 / NiCl2*6H2O / methanol / 0.67 h / 0 °C
4: 96 percent / DBU / 12 h / 140 °C
5: 92 percent / 2,6-lutidine / CH2Cl2 / 0 °C
6: 79 percent / AcOH / H2O / 7 h / 80 °C
7: 96 percent / pyridine; DMAP / 1 h / 20 °C
8: 91 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / -80 - 25 °C
9: 89 percent / DIPEA / CH2Cl2 / 2 h / 25 °C
With
pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; oxalyl dichloride; t-butyldimethylsiyl triflate; magnesium sulfate; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine;
nickel dichloride;
In
methanol; diethyl ether; dichloromethane; water;
8: Swern oxidation;
DOI:10.1021/jo0357216
