Technology Process of (3R,4S)-1-Benzyl-3-benzyloxy-4-((E)-non-1-enyl)-azetidin-2-one
There total 12 articles about (3R,4S)-1-Benzyl-3-benzyloxy-4-((E)-non-1-enyl)-azetidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3R,4S)-1-Benzyl-3-benzyloxy-4-((1S,2S)-1,2-dihydroxy-nonyl)-azetidin-2-one;
With
1,1'-Thiocarbonyldiimidazole;
In
toluene;
at 100 ℃;
for 16h;
With
phosphorous acid trimethyl ester;
for 16h;
Further stages.;
Heating;
DOI:10.1021/jo001786m
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: AD-Mix-α
2.1: Im / dimethylformamide
3.1: DIBAL-H / toluene; hexane / -78 °C
4.1: triphosgene; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
5.1: 4A MS / CH2Cl2 / 1 h / 0 °C
6.1: 8.38 g / Et3N / CH2Cl2 / 20 °C
7.1: TBAF / tetrahydrofuran / 2 h / 20 °C
8.1: 1,1'-thiocarbonyldiimidazole / toluene / 16 h / 100 °C
8.2: 74 percent / (MeO)3P / 16 h / Heating
With
AD-mix-α; bis(trichloromethyl) carbonate; impramine; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; 1,1'-Thiocarbonyldiimidazole;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
1.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/jo001786m
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Im / dimethylformamide
2.1: DIBAL-H / toluene; hexane / -78 °C
3.1: triphosgene; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
4.1: 4A MS / CH2Cl2 / 1 h / 0 °C
5.1: 8.38 g / Et3N / CH2Cl2 / 20 °C
6.1: TBAF / tetrahydrofuran / 2 h / 20 °C
7.1: 1,1'-thiocarbonyldiimidazole / toluene / 16 h / 100 °C
7.2: 74 percent / (MeO)3P / 16 h / Heating
With
bis(trichloromethyl) carbonate; impramine; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; 1,1'-Thiocarbonyldiimidazole;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo001786m
