Technology Process of (2S,4S,6S,8S,10S)-12-(tert-Butyl-diphenyl-silanyloxy)-dodecane-1,2,4,6,8,10-hexaol
There total 15 articles about (2S,4S,6S,8S,10S)-12-(tert-Butyl-diphenyl-silanyloxy)-dodecane-1,2,4,6,8,10-hexaol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 1.) n-BuLi / 1.) THF, -20 deg C, 2 h, 2.) 17 h
2: 78 percent / NBS, AgNO3, 2,6-lutidine / H2O; acetonitrile / 0.12 h
3: LiAlH4, LiI / diethyl ether / 0.5 h / -100 °C
4: 93 percent / PPTS / CH2Cl2 / 7 h
5: 42 percent / acetic acid; tetrahydrofuran / 48 h / -10 °C
6: pyridine / 3 h / 0 °C
7: KH / diethyl ether; methanol / 0.33 h / 0 °C
8: 1.) n-BuLi / 1.) THF, -20 deg C, 2h, 2.) 9 h
9: 69 percent / NBS, AgNO3, 2,6-lutidine / H2O; acetonitrile / 0.12 h
10: LiAlH4, LiI / diethyl ether / 30 h / -100 °C
11: 53 percent / PPTS / methanol / 5 h / 45 °C
With
pyridine; 2,6-dimethylpyridine; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; pyridinium p-toluenesulfonate; potassium hydride; silver nitrate; lithium iodide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(00)82885-3
- Guidance literature:
-
Multi-step reaction with 13 steps
1: pyridine
2: K2CO3 / methanol
3: 1.) n-BuLi / 1.) THF, -20 deg C, 2 h, 2.) 17 h
4: 78 percent / NBS, AgNO3, 2,6-lutidine / H2O; acetonitrile / 0.12 h
5: LiAlH4, LiI / diethyl ether / 0.5 h / -100 °C
6: 93 percent / PPTS / CH2Cl2 / 7 h
7: 42 percent / acetic acid; tetrahydrofuran / 48 h / -10 °C
8: pyridine / 3 h / 0 °C
9: KH / diethyl ether; methanol / 0.33 h / 0 °C
10: 1.) n-BuLi / 1.) THF, -20 deg C, 2h, 2.) 9 h
11: 69 percent / NBS, AgNO3, 2,6-lutidine / H2O; acetonitrile / 0.12 h
12: LiAlH4, LiI / diethyl ether / 30 h / -100 °C
13: 53 percent / PPTS / methanol / 5 h / 45 °C
With
pyridine; 2,6-dimethylpyridine; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; pyridinium p-toluenesulfonate; potassium hydride; potassium carbonate; silver nitrate; lithium iodide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(00)82885-3
![(2R,4S)-1-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentane-2,4-diol](/Databaselist/images/loading.webp)
