Technology Process of (Z)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-9-oxo-2,3,4,7,8,9-hexahydro-oxonine-2-carbaldehyde
There total 9 articles about (Z)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-9-oxo-2,3,4,7,8,9-hexahydro-oxonine-2-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
at -78 - 20 ℃;
DOI:10.1039/b715354f
- Guidance literature:
-
Multi-step reaction with 9 steps
1: HCl / diethyl ether / 0.25 h
2: pyridine / 0.5 h / Ambient temperature
3: 98 percent / BCl3*Me2S / diethyl ether / 0.17 h / Ambient temperature
4: 72 percent / tetrahydrofuran / 2 h / -70 - 0 °C
5: 98 percent / PPTS / toluene / 1.5 h / Heating
6: NaIO4, NaHCO3 / methanol; CH2Cl2; diethyl ether; H2O / 2 h / Ambient temperature
7: DBU / toluene / 16 h / Heating
8: 84 percent / HF, pyridine / tetrahydrofuran
9: DMSO, (COCl)2 / -78 °C
With
pyridine; hydrogenchloride; sodium periodate; oxalyl dichloride; boron trichloride - methyl sulfide complex; hydrogen fluoride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene;
DOI:10.1021/ja00066a056
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 72 percent / tetrahydrofuran / 2 h / -70 - 0 °C
2: 98 percent / PPTS / toluene / 1.5 h / Heating
3: NaIO4, NaHCO3 / methanol; CH2Cl2; diethyl ether; H2O / 2 h / Ambient temperature
4: DBU / toluene / 16 h / Heating
5: 84 percent / HF, pyridine / tetrahydrofuran
6: DMSO, (COCl)2 / -78 °C
With
pyridine; sodium periodate; oxalyl dichloride; hydrogen fluoride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene;
DOI:10.1021/ja00066a056