Technology Process of ((S)-3,4-Dihydroxy-butyl)-phosphonic acid benzyl ester (1S,2R,3R,4S,5S,6R)-2,3,5,6-tetrakis-benzyloxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester
There total 15 articles about ((S)-3,4-Dihydroxy-butyl)-phosphonic acid benzyl ester (1S,2R,3R,4S,5S,6R)-2,3,5,6-tetrakis-benzyloxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester which
guide to synthetic route it.
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synthetic route:
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134039-24-0
[2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethyl]-phosphonic acid benzyl ester (1S,2R,3R,4S,5S,6R)-2,3,5,6-tetrakis-benzyloxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester
- Guidance literature:
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With
hydrogenchloride;
In
methanol;
Yield given;
DOI:10.1016/S0040-4039(00)92129-4
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 68 percent / BaO/Ba(OH)2 / dimethylformamide / 72 h / 20 °C
2: 1) NaH
3: HOCH2CH2OH / CH2Cl2
4: 1) NaH
5: 0.05N HCl / methanol
6: 1) NaH
7: 1,5-cyclooctadiene-bis-IrPF6, activated with H2 / 1,2-dichloro-ethane
8: 0.1 HCl / CH2Cl2; methanol
9: 43 percent
10: 99 percent / 0.2N NaOH / dioxane; methanol; H2O
11: dioxane / 0.25 h / 20 °C
12: N-methylimidazole / dioxane / 1 h / 20 °C
13: 1) BuLi / 1) THF, -78 deg C, 2) -40 deg C, 1 h
14: 0.05N HCl / methanol
With
1-methyl-1H-imidazole; hydrogenchloride; barium dihydroxide; sodium hydroxide; n-butyllithium; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; hydrogen; sodium hydride; ethylene glycol; barium(II) oxide;
In
1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)92129-4
- Guidance literature:
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Multi-step reaction with 11 steps
1: 1) NaH
2: 0.05N HCl / methanol
3: 1) NaH
4: 1,5-cyclooctadiene-bis-IrPF6, activated with H2 / 1,2-dichloro-ethane
5: 0.1 HCl / CH2Cl2; methanol
6: 43 percent
7: 99 percent / 0.2N NaOH / dioxane; methanol; H2O
8: dioxane / 0.25 h / 20 °C
9: N-methylimidazole / dioxane / 1 h / 20 °C
10: 1) BuLi / 1) THF, -78 deg C, 2) -40 deg C, 1 h
11: 0.05N HCl / methanol
With
1-methyl-1H-imidazole; hydrogenchloride; sodium hydroxide; n-butyllithium; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; hydrogen; sodium hydride;
In
1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(00)92129-4