Technology Process of (S)-2-[(tert-butyldiphenylsilyloxy)methyl]-4,10-bis(p-toluenesulfonyl)-4,10-diaza-1,7-dioxacyclododecane
There total 6 articles about (S)-2-[(tert-butyldiphenylsilyloxy)methyl]-4,10-bis(p-toluenesulfonyl)-4,10-diaza-1,7-dioxacyclododecane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium hydroxide; tetra-(n-butyl)ammonium iodide;
In
water; benzene;
for 168h;
Heating;
DOI:10.1021/jo000766h
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: NaH / tetrahydrofuran / 45 h
1.2: 93 percent / tetrahydrofuran / 4 h
2.1: OsO4; N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H2O; tetrahydrofuran / 24 h / 20 °C
2.2: Pb(OAc)4 / tetrahydrofuran / 1 h
2.3: 81 percent / NaBH4; NaOH / tetrahydrofuran; H2O / 2 h / 0 - 20 °C
3.1: 94 percent / H2 / Pd/C / ethanol / 24 h / 20 °C
4.1: 83 percent / pyridine / 24 h
5.1: 70 percent / terta-n-butylammonium iodide; LiOH / benzene; H2O / 168 h / Heating
With
pyridine; lithium hydroxide; osmium(VIII) oxide; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; water; tert-butyl alcohol; benzene;
1.1: Etherification / 1.2: Substitution / 2.1: Dihydroxylation / 2.2: Elimination / 2.3: Reduction / 3.1: Catalytic hydrogenation / 4.1: Tosylation / 5.1: Substitution;
DOI:10.1021/jo000766h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 88 percent / imidazole / dimethylformamide
2.1: NaH / tetrahydrofuran / 45 h
2.2: 93 percent / tetrahydrofuran / 4 h
3.1: OsO4; N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H2O; tetrahydrofuran / 24 h / 20 °C
3.2: Pb(OAc)4 / tetrahydrofuran / 1 h
3.3: 81 percent / NaBH4; NaOH / tetrahydrofuran; H2O / 2 h / 0 - 20 °C
4.1: 94 percent / H2 / Pd/C / ethanol / 24 h / 20 °C
5.1: 83 percent / pyridine / 24 h
6.1: 70 percent / terta-n-butylammonium iodide; LiOH / benzene; H2O / 168 h / Heating
With
pyridine; 1H-imidazole; lithium hydroxide; osmium(VIII) oxide; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
1.1: Substitution / 2.1: Etherification / 2.2: Substitution / 3.1: Dihydroxylation / 3.2: Elimination / 3.3: Reduction / 4.1: Catalytic hydrogenation / 5.1: Tosylation / 6.1: Substitution;
DOI:10.1021/jo000766h
