Technology Process of (2R,3R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal
There total 8 articles about (2R,3R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-8-triethylsilanyl-oct-7-ynal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 93 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 1.5 h
2.1: 58 percent / H2 / Pd-BaSO4 / ethyl acetate / 6 h / 760 Torr
3.1: 87 percent / NMO; TPAP; molecular sieves 4 Angstroem / CH2Cl2 / 0.5 h
4.1: dicyclohexylchloroborane; triethylamine / diethyl ether / 2 h / 0 °C
4.2: 69 percent / H2O2; phosphate buffer / diethyl ether; methanol; H2O / -78 - 20 °C / pH 7
5.1: 83 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
6.1: 92 percent / NaBH4 / methanol / 1 h / 0 °C
7.1: K2CO3 / methanol / 5 h
7.2: 70 percent / NaIO4; acetic acid / methanol / 4 h / pH 9
With
2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; dicyclohexylboron chloride; hydrogen; potassium carbonate; triethylamine;
palladium on barium sulfate;
In
methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1016/j.tet.2006.01.112
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 58 percent / H2 / Pd-BaSO4 / ethyl acetate / 6 h / 760 Torr
2.1: 87 percent / NMO; TPAP; molecular sieves 4 Angstroem / CH2Cl2 / 0.5 h
3.1: dicyclohexylchloroborane; triethylamine / diethyl ether / 2 h / 0 °C
3.2: 69 percent / H2O2; phosphate buffer / diethyl ether; methanol; H2O / -78 - 20 °C / pH 7
4.1: 83 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
5.1: 92 percent / NaBH4 / methanol / 1 h / 0 °C
6.1: K2CO3 / methanol / 5 h
6.2: 70 percent / NaIO4; acetic acid / methanol / 4 h / pH 9
With
2,6-dimethylpyridine; sodium tetrahydroborate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; dicyclohexylboron chloride; hydrogen; potassium carbonate; triethylamine;
palladium on barium sulfate;
In
methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1016/j.tet.2006.01.112
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 96 percent / NaH; TBAI / tetrahydrofuran / 24 h / 20 °C
2.1: 94 percent / Amberlite resin H(1+) form / methanol / 14 h
3.1: 93 percent / triethylamine; 4-(dimethylamino)pyridine / CH2Cl2 / 1.5 h
4.1: 58 percent / H2 / Pd-BaSO4 / ethyl acetate / 6 h / 760 Torr
5.1: 87 percent / NMO; TPAP; molecular sieves 4 Angstroem / CH2Cl2 / 0.5 h
6.1: dicyclohexylchloroborane; triethylamine / diethyl ether / 2 h / 0 °C
6.2: 69 percent / H2O2; phosphate buffer / diethyl ether; methanol; H2O / -78 - 20 °C / pH 7
7.1: 83 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
8.1: 92 percent / NaBH4 / methanol / 1 h / 0 °C
9.1: K2CO3 / methanol / 5 h
9.2: 70 percent / NaIO4; acetic acid / methanol / 4 h / pH 9
With
2,6-dimethylpyridine; dmap; sodium tetrahydroborate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; Amberlite resin H(1+) form; dicyclohexylboron chloride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine;
palladium on barium sulfate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1016/j.tet.2006.01.112
![(2S,3S)-3-(O-benzyl)-4-[O-(p-methoxy)benzyl]-1,2,3,4-butanetetraol](/Databaselist/images/loading.webp)
