Technology Process of (+)-2,2-dimethyl-5-(toluene-4-sulfonyl)-4a,5,6,7,8,8a-hexahydro-[1,3]dioxino[5,4-b]pyridine-7,8-diol
There total 6 articles about (+)-2,2-dimethyl-5-(toluene-4-sulfonyl)-4a,5,6,7,8,8a-hexahydro-[1,3]dioxino[5,4-b]pyridine-7,8-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
trans-2,2-dimethyl-5-(toluene-4-sulfonyl)-4a,5,6,8a-tetrahydro-4H-[1,3]dioxino[5,4-b]pyridine;
With
Hsung-Vedejs AD-mix-β;
In
water; tert-butyl alcohol;
at 0 - 25 ℃;
With
sodium sulfite;
In
water; tert-butyl alcohol;
for 0.5h;
DOI:10.1016/j.carres.2005.08.014
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lithium diisopropylamide / tetrahydrofuran; heptane / 0.17 h / -78 °C
1.2: 87 percent / tetrahydrofuran; heptane / 0.25 h
2.1: 87 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 20 °C
3.1: 55 percent / p-TsOH / benzene / 1.5 h / 20 °C
4.1: 87 percent / bis(tricyclohexylphosphine)benzylidineruthenium(IV) chloride / CH2Cl2 / 24 h / 20 °C
5.1: Hsung-Vedejs AD-mix-β / H2O; 2-methyl-propan-2-ol / 0 - 25 °C
5.2: 42 percent / sodium sulfite / H2O; 2-methyl-propan-2-ol / 0.5 h
With
lithium aluminium tetrahydride; Hsung-Vedejs AD-mix-β; toluene-4-sulfonic acid; lithium diisopropyl amide;
Grubbs catalyst first generation;
In
tetrahydrofuran; n-heptane; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/j.carres.2005.08.014
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 55 percent / p-TsOH / benzene / 1.5 h / 20 °C
2.1: 87 percent / bis(tricyclohexylphosphine)benzylidineruthenium(IV) chloride / CH2Cl2 / 24 h / 20 °C
3.1: Hsung-Vedejs AD-mix-β / H2O; 2-methyl-propan-2-ol / 0 - 25 °C
3.2: 42 percent / sodium sulfite / H2O; 2-methyl-propan-2-ol / 0.5 h
With
Hsung-Vedejs AD-mix-β; toluene-4-sulfonic acid;
Grubbs catalyst first generation;
In
dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/j.carres.2005.08.014
![trans-2,2-dimethyl-5-(toluene-4-sulfonyl)-4a,5,6,8a-tetrahydro-4H-[1,3]dioxino[5,4-b]pyridine](/Databaselist/images/loading.webp)
