Technology Process of Toluene-4-sulfonic acid (2S,3S)-3-methyl-3-[2-(3,4,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethyl]-oxiranylmethyl ester
There total 12 articles about Toluene-4-sulfonic acid (2S,3S)-3-methyl-3-[2-(3,4,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethyl]-oxiranylmethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 98 percent / HI / benzene / 20 °C
2.1: Na2CrO4; Ac2O; NaOAc / acetic acid / 60 °C
2.2: LiAlH4 / tetrahydrofuran
3.1: 100 percent / pyridine
4.1: 65 percent / HI / benzene / Heating
5.1: 96 percent / LiAlH4
6.1: 90 percent / PCC / CH2Cl2
7.1: 90 percent / L-(+)-DET; t-BuOOH; Ti(iPrO)4 / 24 h / -24 °C
8.1: 75 percent / pyridine
With
pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; sodium chromate(VI); diethyl (2R,3R)-tartrate; hydrogen iodide; sodium acetate; acetic anhydride; pyridinium chlorochromate;
In
dichloromethane; acetic acid; benzene;
7.1: Horner-emmons reaction / 8.1: Sharpless epoxidation;
DOI:10.1016/S0040-4039(03)01315-7
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 65 percent / KMnO4; MgSO4; SiO2
2.1: 98 percent / HI / benzene / 20 °C
3.1: Na2CrO4; Ac2O; NaOAc / acetic acid / 60 °C
3.2: LiAlH4 / tetrahydrofuran
4.1: 100 percent / pyridine
5.1: 65 percent / HI / benzene / Heating
6.1: 96 percent / LiAlH4
7.1: 90 percent / PCC / CH2Cl2
8.1: 90 percent / L-(+)-DET; t-BuOOH; Ti(iPrO)4 / 24 h / -24 °C
9.1: 75 percent / pyridine
With
pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium permanganate; lithium aluminium tetrahydride; sodium chromate(VI); diethyl (2R,3R)-tartrate; hydrogen iodide; sodium acetate; acetic anhydride; silica gel; magnesium sulfate; pyridinium chlorochromate;
In
dichloromethane; acetic acid; benzene;
8.1: Horner-emmons reaction / 9.1: Sharpless epoxidation;
DOI:10.1016/S0040-4039(03)01315-7
