Technology Process of (2R,3R,4R)-(+)-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2,3-epoxy-1-ol
There total 10 articles about (2R,3R,4R)-(+)-7-benzyloxy-4-methoxy-3-[(2R)-3-methoxyethoxymethoxy-2-methylpropyl]-hept-2,3-epoxy-1-ol 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:
-
Multi-step reaction with 10 steps
1: 80 percent / tetrahydrofuran / 0 °C
2: 85 percent / Jones reagent / 0 °C
3: (R)-Alpine borane / tetrahydrofuran / -10 - 20 °C
4: 80 percent / imidazole / CH2Cl2 / 20 °C
5: 90 percent / n-BuLi / tetrahydrofuran / -78 °C
6: 70 percent / CuBr*DMS / tetrahydrofuran / -78 - 20 °C
7: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / 20 °C
8: 76 percent / NaH / dimethylformamide; various solvent(s) / 5 h / 0 - 20 °C
9: 91 percent / diisobutylaluminium hydride / CH2Cl2; petroleum ether / 2 h / -78 °C
10: t-BuOOH; CaH2; SiO2 / (-)-DIPT; Ti(O-i-Pr)4 / CH2Cl2; toluene / 72 h / -20 °C
With
1H-imidazole; tert.-butylhydroperoxide; n-butyllithium; jones reagent; calcium hydride; copper(I) bromide dimethylsulfide complex; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; tetrabutyl ammonium fluoride; silica gel; sodium hydride; diisobutylaluminium hydride;
titanium(IV) isopropylate; D-(-)-diisopropyl tartrate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; Petroleum ether;
2: Jones oxidation / 10: Sharpless asymmetric epoxidation;
DOI:10.1021/ol016336a
- Guidance literature:
-
With
tert.-butylhydroperoxide; calcium hydride; silica gel;
titanium(IV) isopropylate; D-(-)-diisopropyl tartrate;
In
dichloromethane; toluene;
at -20 ℃;
for 72h;
DOI:10.1021/ol016336a
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 80 percent / imidazole / CH2Cl2 / 20 °C
2: 90 percent / n-BuLi / tetrahydrofuran / -78 °C
3: 70 percent / CuBr*DMS / tetrahydrofuran / -78 - 20 °C
4: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / 20 °C
5: 76 percent / NaH / dimethylformamide; various solvent(s) / 5 h / 0 - 20 °C
6: 91 percent / diisobutylaluminium hydride / CH2Cl2; petroleum ether / 2 h / -78 °C
7: t-BuOOH; CaH2; SiO2 / (-)-DIPT; Ti(O-i-Pr)4 / CH2Cl2; toluene / 72 h / -20 °C
With
1H-imidazole; tert.-butylhydroperoxide; n-butyllithium; calcium hydride; copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; silica gel; sodium hydride; diisobutylaluminium hydride;
titanium(IV) isopropylate; D-(-)-diisopropyl tartrate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; Petroleum ether;
7: Sharpless asymmetric epoxidation;
DOI:10.1021/ol016336a
