Technology Process of 2-((2R,4aR,6S,7R,8aS)-7-Benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-ethanol
There total 9 articles about 2-((2R,4aR,6S,7R,8aS)-7-Benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,4aR,6S,7R,8aS)-7-Benzyloxy-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxine;
With
9-borabicyclo[3.3.1]nonane dimer;
In
tetrahydrofuran;
at 20 ℃;
With
sodium hydroxide; dihydrogen peroxide;
at 20 ℃;
DOI:10.1016/S0040-4039(00)01483-0
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 7.34 g / DIBALH / CH2Cl2; toluene / 2 h / -78 °C
2.1: 87 percent / (-)-diethyl tartrate; titanium(IV) isopropoxide; tert-butyl hydroperoxide / molecular sieves 4A / CH2Cl2; 2,2,4-trimethyl-pentane / -20 - 20 °C
3.1: triethylamine; SO3*pyridine / CH2Cl2; dimethylsulfoxide / 0.5 h / 0 °C
4.1: 5.38 g / tetrahydrofuran / 0.5 h / 0 °C
5.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
6.1: 94 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 3.5 h / 20 °C
7.1: 97 percent / sodium hydride; tetra-n-butylammonium iodide / dimethylformamide; various solvent(s) / 1.67 h / 20 °C
8.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 1.75 h / 20 °C
8.2: 95 percent / sodium hydroxide; hydrogen peroxide / H2O / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO3 complex; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; (-)-diethyl tartrate; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane;
4 A molecular sieve;
In
tetrahydrofuran; 2,2,4-trimethylpentane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
2.1: Sharpless asymmetric epoxidation / 4.1: Wittig methylenation;
DOI:10.1016/S0040-4020(01)00164-8
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 87 percent / (-)-diethyl tartrate; titanium(IV) isopropoxide; tert-butyl hydroperoxide / molecular sieves 4A / CH2Cl2; 2,2,4-trimethyl-pentane / -20 - 20 °C
2.1: triethylamine; SO3*pyridine / CH2Cl2; dimethylsulfoxide / 0.5 h / 0 °C
3.1: 5.38 g / tetrahydrofuran / 0.5 h / 0 °C
4.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
5.1: 94 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 3.5 h / 20 °C
6.1: 97 percent / sodium hydride; tetra-n-butylammonium iodide / dimethylformamide; various solvent(s) / 1.67 h / 20 °C
7.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 1.75 h / 20 °C
7.2: 95 percent / sodium hydroxide; hydrogen peroxide / H2O / 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO3 complex; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; (-)-diethyl tartrate; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane;
4 A molecular sieve;
In
tetrahydrofuran; 2,2,4-trimethylpentane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
1.1: Sharpless asymmetric epoxidation / 3.1: Wittig methylenation;
DOI:10.1016/S0040-4020(01)00164-8
![(2R,4aR,6S,7R,8aS)-7-Benzyloxy-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxine](/Databaselist/images/loading.webp)
