Technology Process of (1'R,2R)-2-(1',2'-bis-benzyloxyethyl)-5-methoxy-tetrahydrofuran
There total 4 articles about (1'R,2R)-2-(1',2'-bis-benzyloxyethyl)-5-methoxy-tetrahydrofuran which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetra-(n-butyl)ammonium iodide; sodium hydride;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 2h;
DOI:10.1021/ol0508126
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 90 percent / NaIO4 / OsO4 / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 2.5 h / 20 °C
2: 74 percent / d-camphorsulfonic acid / methanol / 18 h / 0 °C
3: 96 percent / n-tetrabutylammonium iodide; sodium hydride / dimethylformamide / 2 h / 0 - 20 °C
With
sodium periodate; (1S)-10-camphorsulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride;
osmium(VIII) oxide;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;
1: Lemieux-Johnson oxidation;
DOI:10.1021/ol0508126
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: CuBr / diethyl ether / 0.25 h / 0 °C
1.2: 11.2 g / diethyl ether / 2.5 h / 0 °C
2.1: 90 percent / NaIO4 / OsO4 / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 2.5 h / 20 °C
3.1: 74 percent / d-camphorsulfonic acid / methanol / 18 h / 0 °C
4.1: 96 percent / n-tetrabutylammonium iodide; sodium hydride / dimethylformamide / 2 h / 0 - 20 °C
With
sodium periodate; (1S)-10-camphorsulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; copper(I) bromide;
osmium(VIII) oxide;
In
tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide; tert-butyl alcohol;
2.1: Lemieux-Johnson oxidation;
DOI:10.1021/ol0508126