Technology Process of (4aS,7R,8R,8aR)-8-Benzenesulfonylmethyl-7-methyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-one
There total 14 articles about (4aS,7R,8R,8aR)-8-Benzenesulfonylmethyl-7-methyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 95 percent / pyridine / 15 h / 5 °C
2: 94 percent / NaOMe / methanol / 2 h
3: 75 percent / 40 percent peracetic acid / ethyl acetate / 2 h / -20 - 0 °C
4: 70 percent / benzene / 24 h / 80 °C
5: 1 M lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 deg C, 5 d, -40 deg C, 8 h
7: aluminum amalgam / tetrahydrofuran; H2O / 3 h
8: 92 percent / NaOMe / methanol / 24 h / 40 °C
9: 100 percent / TsOH / benzene / 72 h / 80 °C / Dean-Stark apparatus
10: 91 percent / LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature
11: Me3SiCl, NaI / acetonitrile / 1 h
12: benzene / 3 h / 80 °C / dark
With
pyridine; peracetic acid; lithium aluminium tetrahydride; chloro-trimethyl-silane; aluminium amalgam; sodium methylate; toluene-4-sulfonic acid; sodium iodide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; water; ethyl acetate; acetonitrile; benzene;
DOI:10.1021/ja00325a017
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 99 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C
2: 95 percent / pyridine / 15 h / 5 °C
3: 94 percent / NaOMe / methanol / 2 h
4: 75 percent / 40 percent peracetic acid / ethyl acetate / 2 h / -20 - 0 °C
5: 70 percent / benzene / 24 h / 80 °C
6: 1 M lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 deg C, 5 d, -40 deg C, 8 h
8: aluminum amalgam / tetrahydrofuran; H2O / 3 h
9: 92 percent / NaOMe / methanol / 24 h / 40 °C
10: 100 percent / TsOH / benzene / 72 h / 80 °C / Dean-Stark apparatus
11: 91 percent / LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature
12: Me3SiCl, NaI / acetonitrile / 1 h
13: benzene / 3 h / 80 °C / dark
With
pyridine; peracetic acid; lithium aluminium tetrahydride; chloro-trimethyl-silane; aluminium amalgam; sodium methylate; toluene-4-sulfonic acid; sodium iodide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; water; ethyl acetate; acetonitrile; benzene;
DOI:10.1021/ja00325a017
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 75 percent / sodium cyanide / dimethylsulfoxide / 3 h / 120 °C
2: 99 percent / LiAlH4 / tetrahydrofuran / 1 h / 0 °C
3: 95 percent / pyridine / 15 h / 5 °C
4: 94 percent / NaOMe / methanol / 2 h
5: 75 percent / 40 percent peracetic acid / ethyl acetate / 2 h / -20 - 0 °C
6: 70 percent / benzene / 24 h / 80 °C
7: 1 M lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 deg C, 5 d, -40 deg C, 8 h
9: aluminum amalgam / tetrahydrofuran; H2O / 3 h
10: 92 percent / NaOMe / methanol / 24 h / 40 °C
11: 100 percent / TsOH / benzene / 72 h / 80 °C / Dean-Stark apparatus
12: 91 percent / LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature
13: Me3SiCl, NaI / acetonitrile / 1 h
14: benzene / 3 h / 80 °C / dark
With
pyridine; peracetic acid; sodium cyanide; lithium aluminium tetrahydride; chloro-trimethyl-silane; aluminium amalgam; sodium methylate; toluene-4-sulfonic acid; sodium iodide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; water; dimethyl sulfoxide; ethyl acetate; acetonitrile; benzene;
DOI:10.1021/ja00325a017
