Technology Process of {{(1S,3R,5S,7R)-7-[(benzyloxy)methyl]-4,4-dimethyl-6,8-dioxabicyclo[3.2.1]oct-3-yl}oxy}(tert-butyl)dimethylsilane
There total 11 articles about {{(1S,3R,5S,7R)-7-[(benzyloxy)methyl]-4,4-dimethyl-6,8-dioxabicyclo[3.2.1]oct-3-yl}oxy}(tert-butyl)dimethylsilane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: 81 percent / acetyl chloride / 24 h / 50 °C
2.1: 16.2 g / TsOH / acetone / 40 h
3.1: 81 percent / N-hydroxysuccinimide / pyridine; acetonitrile / 6 h / 20 °C
4.1: 65 percent / tributylstannane; azobis[isobutyronitrile] / toluene / 10 h / 80 °C
5.1: 100 percent / H2 / Pd(OH)2 / tetrahydrofuran / 12 h
6.1: 67 percent / pyridin-2-ol / CH2Cl2 / 168 h / 20 °C / 6.00048e+06 - 6.75054e+06
7.1: 76 percent / NaH / dimethylformamide; tetrahydrofuran / 10 h
8.1: 93 percent / 2,6-lutidine / CH2Cl2 / 2 h
9.1: O3; O2 / methanol; CH2Cl2 / -78 °C
9.2: 80 percent / PPh3 / CH2Cl2; methanol / 12 h / -78 - 20 °C
10.1: 100 percent / TsOH*H2O / benzene / 0.75 h / 79 °C
With
2,6-dimethylpyridine; 2-hydroxypyridin; 1-hydroxy-pyrrolidine-2,5-dione; 2,2'-azobis(isobutyronitrile); hydrogen; oxygen; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; ozone; acetyl chloride;
palladium dihydroxide;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
DOI:10.1002/hlca.200490111
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 100 percent / H2 / Pd(OH)2 / tetrahydrofuran / 12 h
2.1: 67 percent / pyridin-2-ol / CH2Cl2 / 168 h / 20 °C / 6.00048e+06 - 6.75054e+06
3.1: 76 percent / NaH / dimethylformamide; tetrahydrofuran / 10 h
4.1: 93 percent / 2,6-lutidine / CH2Cl2 / 2 h
5.1: O3; O2 / methanol; CH2Cl2 / -78 °C
5.2: 80 percent / PPh3 / CH2Cl2; methanol / 12 h / -78 - 20 °C
6.1: 100 percent / TsOH*H2O / benzene / 0.75 h / 79 °C
With
2,6-dimethylpyridine; 2-hydroxypyridin; hydrogen; oxygen; sodium hydride; toluene-4-sulfonic acid; ozone;
palladium dihydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1002/hlca.200490111