Technology Process of (2S,7R,8R,11S,E)-12-(benzyloxy)-8-(tert-butyldimethylsilyloxy)-7,11-dimethyldodec-3-ene-1,2-diol
There total 10 articles about (2S,7R,8R,11S,E)-12-(benzyloxy)-8-(tert-butyldimethylsilyloxy)-7,11-dimethyldodec-3-ene-1,2-diol 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:
-
Multi-step reaction with 12 steps
1.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C
2.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C
2.2: 0.5 h / 0 °C
2.3: 1 h / 0 °C
3.1: 2,6-dimethylpyridine / 0.5 h / 0 °C
4.1: sodium tetrahydroborate; lithium chloride / tetrahydrofuran; ethanol / 6 h / 20 °C
5.1: dipyridinium dichromate / dichloromethane / 20 °C
6.1: ethyl (triphenylphosphoranylidene)acetate / benzene / 24 h / 20 °C
7.1: nickel(II) chloride hexahydrate; sodium hydride / methanol / 0.5 h / 0 °C
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
9.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / 0 °C
10.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol / 0 °C
11.1: potassium hexamethylsilazane / 1,2-dimethoxyethane; toluene / 0.5 h / -60 °C
11.2: 2 h / -60 °C
12.1: zinc(II) nitrate hexahydrate / acetonitrile / 6 h / 50 °C
With
2,6-dimethylpyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; dipyridinium dichromate; zinc(II) nitrate hexahydrate; nickel(II) chloride hexahydrate; hexaammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydride; Dess-Martin periodane; triphenylphosphine; ethyl (triphenylphosphoranylidene)acetate; lithium chloride;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; toluene; acetonitrile; benzene;
2.1: |Evans Aldol Reaction / 2.2: |Evans Aldol Reaction / 11.1: |Julia-Kocienski Olefination / 11.2: |Julia-Kocienski Olefination;
DOI:10.1016/j.tetasy.2012.07.006
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol / 0 °C
2.1: potassium hexamethylsilazane / 1,2-dimethoxyethane; toluene / 0.5 h / -60 °C
2.2: 2 h / -60 °C
3.1: zinc(II) nitrate hexahydrate / acetonitrile / 6 h / 50 °C
With
zinc(II) nitrate hexahydrate; hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide; potassium hexamethylsilazane;
In
1,2-dimethoxyethane; ethanol; toluene; acetonitrile;
2.1: |Julia-Kocienski Olefination / 2.2: |Julia-Kocienski Olefination;
DOI:10.1016/j.tetasy.2012.07.006
