Technology Process of (1S)-1-[(1R,2S,6R)-6-(1,1-dimethylethyl)dimethylsilyloxy-2-(4-methoxybenzyloxy)-3-methylcyclohex-3-en-1-yl]-2-nitroethan-1-ol
There total 14 articles about (1S)-1-[(1R,2S,6R)-6-(1,1-dimethylethyl)dimethylsilyloxy-2-(4-methoxybenzyloxy)-3-methylcyclohex-3-en-1-yl]-2-nitroethan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
copper diacetate; (-)-2,2'-isopropylidenebis(indano-2-oxazoline);
In
ethanol;
at 20 ℃;
for 168h;
DOI:10.1021/jo061456n
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 78 percent / TBHP; VO(acac)2 / benzene; toluene / 2 h / 20 °C
2: NaH / dimethylformamide / 10 h / 20 °C
3: 4-methylmorpholine-N-oxide; OsO4 / tetrahydrofuran; H2O / 16 h / 20 °C
4: 18.06 g / NaIO4 / tetrahydrofuran; H2O / 0.25 h / 20 °C
5: 73 percent / m-CPBA / hexane; ethyl acetate / 72 h / 20 °C
6: 88 percent / AcOH; NaOAc; NaI / Zn / CH2Cl2 / 48 h / Heating
7: 90 percent / K2CO3 / methanol / 2 h / 20 °C
8: 83 percent / imiazole / dimethylformamide / 96 h / 20 °C
9: 29 percent / nBu4NHSO4; p-TsOH*H2O / methanol / 24 h / -20 °C
10: 93 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / 1.25 h / -84 - 20 °C
11: 23 percent / Cu(OAc)2*H2O; (-)-2,2'-isopropylidenebis(indano-2-oxazoline) / ethanol / 168 h / 20 °C
With
1H-imidazole; tert.-butylhydroperoxide; sodium periodate; osmium(VIII) oxide; copper diacetate; oxalyl dichloride; bis(acetylacetonate)oxovanadium; (-)-2,2'-isopropylidenebis(indano-2-oxazoline); sodium acetate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide;
zinc;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;
5: Baeyer-Villiger rearrangement / 10: Swern oxidation / 11: asymmetric Henry reaction;
DOI:10.1021/jo061456n
- Guidance literature:
-
Multi-step reaction with 10 steps
1: NaH / dimethylformamide / 10 h / 20 °C
2: 4-methylmorpholine-N-oxide; OsO4 / tetrahydrofuran; H2O / 16 h / 20 °C
3: 18.06 g / NaIO4 / tetrahydrofuran; H2O / 0.25 h / 20 °C
4: 73 percent / m-CPBA / hexane; ethyl acetate / 72 h / 20 °C
5: 88 percent / AcOH; NaOAc; NaI / Zn / CH2Cl2 / 48 h / Heating
6: 90 percent / K2CO3 / methanol / 2 h / 20 °C
7: 83 percent / imiazole / dimethylformamide / 96 h / 20 °C
8: 29 percent / nBu4NHSO4; p-TsOH*H2O / methanol / 24 h / -20 °C
9: 93 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / 1.25 h / -84 - 20 °C
10: 23 percent / Cu(OAc)2*H2O; (-)-2,2'-isopropylidenebis(indano-2-oxazoline) / ethanol / 168 h / 20 °C
With
1H-imidazole; sodium periodate; osmium(VIII) oxide; copper diacetate; oxalyl dichloride; (-)-2,2'-isopropylidenebis(indano-2-oxazoline); sodium acetate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide;
zinc;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
4: Baeyer-Villiger rearrangement / 9: Swern oxidation / 10: asymmetric Henry reaction;
DOI:10.1021/jo061456n
![[(1R,2S,6R)-6-(1,1-dimethylethyl)dimethylsilyloxy-2-(4-methoxybenzyloxy)-3-methylcyclohex-3-en-1-yl]carbaldehyde](/Databaselist/images/loading.webp)
