Technology Process of (1R,4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethyl-1-phenylhept-2-ene-1,5-diol
There total 8 articles about (1R,4R,5R,6S,E)-7-(tert-butyldiphenylsilyloxy)-4,6-dimethyl-1-phenylhept-2-ene-1,5-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trifluoride-tetrahydrofuran complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran;
at -40 ℃;
for 5h;
optical yield given as %de;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1021/jo301210f
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: toluene / 0.17 h / 20 °C / Inert atmosphere; Molecular sieve
1.2: 16 h / -78 °C / Inert atmosphere
1.3: -78 - 20 °C / Inert atmosphere
2.1: 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride / dichloromethane / 24 h / 40 °C / Inert atmosphere
3.1: boron trifluoride-tetrahydrofuran complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 5 h / -40 °C / Inert atmosphere
With
boron trifluoride-tetrahydrofuran complex; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; dichloromethane; toluene;
3.1: Corey-Bakshi-Shibata reduction;
DOI:10.1021/jo301210f
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
1.2: 0.67 h / -78 - 20 °C / Inert atmosphere
2.1: toluene / 0.17 h / 20 °C / Inert atmosphere; Molecular sieve
2.2: 16 h / -78 °C / Inert atmosphere
2.3: -78 - 20 °C / Inert atmosphere
3.1: 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride / dichloromethane / 24 h / 40 °C / Inert atmosphere
4.1: boron trifluoride-tetrahydrofuran complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran / 5 h / -40 °C / Inert atmosphere
With
oxalyl dichloride; boron trifluoride-tetrahydrofuran complex; 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(iso-propoxy)-5-(N,N-dimethylaminosulfonyl)phenyl]methylene ruthenium(II) dichloride; dimethyl sulfoxide; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; dichloromethane; toluene;
4.1: Corey-Bakshi-Shibata reduction;
DOI:10.1021/jo301210f
