Technology Process of (1R,2R,3S,4S)-1-benzyloxy-4-(tert-butyldiphenylsilanyloxymethyl)-3,4-O-isopropylidenedioxy-2-methoxycyclohexane
There total 10 articles about (1R,2R,3S,4S)-1-benzyloxy-4-(tert-butyldiphenylsilanyloxymethyl)-3,4-O-isopropylidenedioxy-2-methoxycyclohexane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 7.38 g / tetrahydrofuran / 2 h / -20 °C
2: 94 percent / Grubbs' second generation catalyst / toluene / 1.5 h / 80 °C
3: 100 percent / H2 / Pd/C / ethyl acetate / 21 h / 20 °C
4: triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran; toluene / 9 h / 0 - 20 °C
With
hydrogen; triphenylphosphine; diethylazodicarboxylate;
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal;
In
tetrahydrofuran; ethyl acetate; toluene;
4: Mitsunobu reaction;
DOI:10.1021/jo051686m
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 97 percent / NaH / various solvent(s); tetrahydrofuran / 4 h / 0 °C
2: 72 percent / acetic acid / H2O / 4.5 h / 50 °C
3: NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C
4: 7.38 g / tetrahydrofuran / 2 h / -20 °C
5: 94 percent / Grubbs' second generation catalyst / toluene / 1.5 h / 80 °C
6: 100 percent / H2 / Pd/C / ethyl acetate / 21 h / 20 °C
7: triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran; toluene / 9 h / 0 - 20 °C
With
sodium periodate; hydrogen; sodium hydride; acetic acid; triphenylphosphine; diethylazodicarboxylate;
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal;
In
tetrahydrofuran; water; ethyl acetate; toluene;
7: Mitsunobu reaction;
DOI:10.1021/jo051686m
- Guidance literature:
-
Multi-step reaction with 5 steps
1: NaIO4 / tetrahydrofuran; H2O / 1.5 h / 20 °C
2: 7.38 g / tetrahydrofuran / 2 h / -20 °C
3: 94 percent / Grubbs' second generation catalyst / toluene / 1.5 h / 80 °C
4: 100 percent / H2 / Pd/C / ethyl acetate / 21 h / 20 °C
5: triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran; toluene / 9 h / 0 - 20 °C
With
sodium periodate; hydrogen; triphenylphosphine; diethylazodicarboxylate;
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal;
In
tetrahydrofuran; water; ethyl acetate; toluene;
5: Mitsunobu reaction;
DOI:10.1021/jo051686m
