Technology Process of (S)-11-(4-methoxybenzyloxy)undec-1-yn-3-ol
There total 10 articles about (S)-11-(4-methoxybenzyloxy)undec-1-yn-3-ol 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:
-
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium;
In
tetrahydrofuran;
at -42 - 20 ℃;
for 0.5h;
DOI:10.1016/j.tetlet.2007.01.163
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 96 percent / K3Fe(CN)6; aq. K2CO3; MeSO2NH2 / OsO4; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C
2: 94 percent / TsOH / CH2Cl2 / 20 °C
3: 95 percent / DIBAL-H / CH2Cl2; toluene / 2 h / 0 - 20 °C
4: 89 percent / N-chlorosuccinimide; PPh3 / CH2Cl2 / 3 h / 0 - 20 °C
5: 82 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / -42 - 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; n-butyllithium; methanesulfonamide; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; potassium hexacyanoferrate(III);
osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether;
In
tetrahydrofuran; hexane; dichloromethane; toluene; tert-butyl alcohol;
1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2007.05.047
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 95 percent / NaH; tetra(n-butyl)ammonium iodide / dimethylformamide / 1 h / 0 °C
2: (COCl)2; Et3N; DMSO / CH2Cl2 / -60 - 20 °C
3: 7.92 percent / benzene / 4 h / Heating
4: 96 percent / K3Fe(CN)6; aq. K2CO3; MeSO2NH2 / OsO4; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C
5: 94 percent / TsOH / CH2Cl2 / 20 °C
6: 95 percent / DIBAL-H / CH2Cl2; toluene / 2 h / 0 - 20 °C
7: 89 percent / N-chlorosuccinimide; PPh3 / CH2Cl2 / 3 h / 0 - 20 °C
8: 82 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / -42 - 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; n-butyllithium; oxalyl dichloride; methanesulfonamide; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III);
osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;
2: Swern oxidation / 3: Wittig reaction / 4: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2007.05.047
