Technology Process of ((2R,3aS,5R,6S,7aS)-5-Allyl-5-methoxy-6-methyl-hexahydro-furo[3,2-b]pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane
There total 12 articles about ((2R,3aS,5R,6S,7aS)-5-Allyl-5-methoxy-6-methyl-hexahydro-furo[3,2-b]pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 80 percent / imidazole; 4-N,N-dimethylaminopyridine / CH2Cl2 / 8 h
2: 95 percent / H2 / Pd(OH)2/C / ethyl acetate
3: TPAP; NMO / CH2Cl2
4: diethyl ether / 0.5 h / -78 °C
5: 80 mg / CSA / CH2Cl2 / 2 h / 0 - 20 °C
With
1H-imidazole; dmap; N-methyl-2-indolinone; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; hydrogen;
palladium dihydroxide;
In
diethyl ether; dichloromethane; ethyl acetate;
DOI:10.5555/ol015570y
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaH / tetrahydrofuran; various solvent(s) / 1 h / 0 - 20 °C
1.2: 90 percent / TBAI / tetrahydrofuran; various solvent(s) / 15 h / 20 °C
2.1: AD-mix α; CH3SO2NH2 / H2O; 2-methyl-propan-2-ol / 13 h / 0 °C
3.1: KHMDS; N-triisopropylsulfonylimidazole / tetrahydrofuran / 0 - 20 °C
3.2: 50 percent / KHMDS / tetrahydrofuran / 0 - 20 °C
4.1: 80 percent / imidazole; 4-N,N-dimethylaminopyridine / CH2Cl2 / 8 h
5.1: 95 percent / H2 / Pd(OH)2/C / ethyl acetate
6.1: TPAP; NMO / CH2Cl2
7.1: diethyl ether / 0.5 h / -78 °C
8.1: 80 mg / CSA / CH2Cl2 / 2 h / 0 - 20 °C
With
1H-imidazole; dmap; AD-mix-α; N-methyl-2-indolinone; tetrapropylammonium perruthennate; methanesulfonamide; N-triisopropylsulfonylimidazole; camphor-10-sulfonic acid; hydrogen; potassium hexamethylsilazane; sodium hydride;
palladium dihydroxide;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; tert-butyl alcohol;
2.1: Sharpless asymmetric dihydroxylation;
DOI:10.5555/ol015570y
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 90 percent / LiAlH4 / diethyl ether / 0.5 h / 0 °C
2.1: NaH / tetrahydrofuran; various solvent(s) / 1 h / 0 - 20 °C
2.2: 90 percent / TBAI / tetrahydrofuran; various solvent(s) / 15 h / 20 °C
3.1: AD-mix α; CH3SO2NH2 / H2O; 2-methyl-propan-2-ol / 13 h / 0 °C
4.1: KHMDS; N-triisopropylsulfonylimidazole / tetrahydrofuran / 0 - 20 °C
4.2: 50 percent / KHMDS / tetrahydrofuran / 0 - 20 °C
5.1: 80 percent / imidazole; 4-N,N-dimethylaminopyridine / CH2Cl2 / 8 h
6.1: 95 percent / H2 / Pd(OH)2/C / ethyl acetate
7.1: TPAP; NMO / CH2Cl2
8.1: diethyl ether / 0.5 h / -78 °C
9.1: 80 mg / CSA / CH2Cl2 / 2 h / 0 - 20 °C
With
1H-imidazole; dmap; AD-mix-α; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; methanesulfonamide; N-triisopropylsulfonylimidazole; camphor-10-sulfonic acid; hydrogen; potassium hexamethylsilazane; sodium hydride;
palladium dihydroxide;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; tert-butyl alcohol;
3.1: Sharpless asymmetric dihydroxylation;
DOI:10.5555/ol015570y