Technology Process of (-)-methyl (3S,4S,5R,6R)-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3,5-dihydroxy-4,6-methylenedioxyheptanoate
There total 14 articles about (-)-methyl (3S,4S,5R,6R)-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3,5-dihydroxy-4,6-methylenedioxyheptanoate which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
hydrogen;
palladium on activated charcoal;
In
ethanol;
for 168000h;
DOI:10.1021/jo060803q
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 98.6 mg / K2CO3 / methanol / 0.25 h / 20 °C
2: LiAlH4 / diethyl ether / 2 h / 20 °C
3: 18.75 g / NaH / dimethylformamide / 1.5 h / 20 °C
4: 100 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 10 h / 20 °C
5: 61 percent / DMAP; Et3N / CH2Cl2 / 10 h / 20 °C
6: 98 percent / AcOH; H2O / tetrahydrofuran / 6 h / 55 °C
7: 89 percent / pyridine / CH2Cl2 / 10 h / 20 °C
8: 88 percent / P2O5 / CH2Cl2 / 1.5 h
9: 99 percent / DIBALH / tetrahydrofuran / 1 h / 0 °C
10: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - -30 °C
11: Yb(OTf)3 / CH2Cl2 / 48 h / 20 °C
12: 55 percent / H2 / Pd/C / ethanol / 168000 h
With
pyridine; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; oxalyl dichloride; water; hydrogen; phosphorus pentoxide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; ytterbium(III) triflate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
10: Swern oxidation;
DOI:10.1021/jo060803q
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 18.75 g / NaH / dimethylformamide / 1.5 h / 20 °C
2: 100 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 10 h / 20 °C
3: 61 percent / DMAP; Et3N / CH2Cl2 / 10 h / 20 °C
4: 98 percent / AcOH; H2O / tetrahydrofuran / 6 h / 55 °C
5: 89 percent / pyridine / CH2Cl2 / 10 h / 20 °C
6: 88 percent / P2O5 / CH2Cl2 / 1.5 h
7: 99 percent / DIBALH / tetrahydrofuran / 1 h / 0 °C
8: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - -30 °C
9: Yb(OTf)3 / CH2Cl2 / 48 h / 20 °C
10: 55 percent / H2 / Pd/C / ethanol / 168000 h
With
pyridine; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; water; hydrogen; phosphorus pentoxide; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; ytterbium(III) triflate;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
8: Swern oxidation;
DOI:10.1021/jo060803q
