Technology Process of 2-((4aS,6S,8aR)-5-Benzyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyridin-6-yl)-ethanol
There total 12 articles about 2-((4aS,6S,8aR)-5-Benzyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyridin-6-yl)-ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
Heating;
DOI:10.1021/jo990397t
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 88 percent / baker's yeast / H2O
2: 98 percent / Huenig base / CHCl3 / Heating
3: 96 percent / Super-Hydride / tetrahydrofuran / 0 °C
4: 96 percent / NaH / dimethylformamide; benzene
5: conc. HCl / methanol / Heating
6: PCC, AcONa / CH2Cl2
7: 1.) H2, 2.) NaB(OAc)3H / 1.) Pd(OH)2 / 1.) MeOH, 2.) AcOH
8: 91 percent / p-TsOH, MS 5A / CH2Cl2 / Ambient temperature
9: 57 percent / Lawesson's reagent / tetrahydrofuran / Heating
10: 72 percent / PPh3, Et3N / acetonitrile / Heating
11: 59 percent / NaBH3CN, TFA / 0 °C
12: 99 percent / LiAlH4 / tetrahydrofuran / Heating
With
Lawessons reagent; hydrogenchloride; lithium aluminium tetrahydride; baker's yeast; hydrogen; sodium acetate; sodium tris(acetoxy)borohydride; sodium hydride; lithium triethylborohydride; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; trifluoroacetic acid;
palladium dihydroxide;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo990397t
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 98 percent / Huenig base / CHCl3 / Heating
2: 96 percent / Super-Hydride / tetrahydrofuran / 0 °C
3: 96 percent / NaH / dimethylformamide; benzene
4: conc. HCl / methanol / Heating
5: PCC, AcONa / CH2Cl2
6: 1.) H2, 2.) NaB(OAc)3H / 1.) Pd(OH)2 / 1.) MeOH, 2.) AcOH
7: 91 percent / p-TsOH, MS 5A / CH2Cl2 / Ambient temperature
8: 57 percent / Lawesson's reagent / tetrahydrofuran / Heating
9: 72 percent / PPh3, Et3N / acetonitrile / Heating
10: 59 percent / NaBH3CN, TFA / 0 °C
11: 99 percent / LiAlH4 / tetrahydrofuran / Heating
With
Lawessons reagent; hydrogenchloride; lithium aluminium tetrahydride; hydrogen; sodium acetate; sodium tris(acetoxy)borohydride; sodium hydride; lithium triethylborohydride; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; trifluoroacetic acid;
palladium dihydroxide;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo990397t