Technology Process of Hexadecanoic acid (S)-3-[benzyloxy-((1S,2R,3R,4S,5S,6R)-2,3,5,6-tetrakis-benzyloxy-4-hydroxy-cyclohexyloxy)-phosphoryl]-1-hexadecanoyloxymethyl-propyl ester
There total 15 articles about Hexadecanoic acid (S)-3-[benzyloxy-((1S,2R,3R,4S,5S,6R)-2,3,5,6-tetrakis-benzyloxy-4-hydroxy-cyclohexyloxy)-phosphoryl]-1-hexadecanoyloxymethyl-propyl ester 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 16 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
15: 84 percent / pyridine / CH2Cl2 / 2 h / 35 °C
16: 86 percent / 2.5percent CF3COOH / CH2Cl2
With
pyridine; 1-methyl-1H-imidazole; hydrogenchloride; barium dihydroxide; sodium hydroxide; n-butyllithium; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; hydrogen; sodium hydride; ethylene glycol; trifluoroacetic acid; 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:
-
Multi-step reaction with 13 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
12: 84 percent / pyridine / CH2Cl2 / 2 h / 35 °C
13: 86 percent / 2.5percent CF3COOH / CH2Cl2
With
pyridine; 1-methyl-1H-imidazole; hydrogenchloride; sodium hydroxide; n-butyllithium; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; hydrogen; sodium hydride; trifluoroacetic acid;
In
1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(00)92129-4
- Guidance literature:
-
Multi-step reaction with 15 steps
1: 1) NaH
2: HOCH2CH2OH / CH2Cl2
3: 1) NaH
4: 0.05N HCl / methanol
5: 1) NaH
6: 1,5-cyclooctadiene-bis-IrPF6, activated with H2 / 1,2-dichloro-ethane
7: 0.1 HCl / CH2Cl2; methanol
8: 43 percent
9: 99 percent / 0.2N NaOH / dioxane; methanol; H2O
10: dioxane / 0.25 h / 20 °C
11: N-methylimidazole / dioxane / 1 h / 20 °C
12: 1) BuLi / 1) THF, -78 deg C, 2) -40 deg C, 1 h
13: 0.05N HCl / methanol
14: 84 percent / pyridine / CH2Cl2 / 2 h / 35 °C
15: 86 percent / 2.5percent CF3COOH / CH2Cl2
With
pyridine; 1-methyl-1H-imidazole; hydrogenchloride; sodium hydroxide; n-butyllithium; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; hydrogen; sodium hydride; ethylene glycol; trifluoroacetic acid;
In
1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(00)92129-4
