Technology Process of (2R,8S,20R)-22-(tert-Butyl-diphenyl-silanyloxy)-docosane-2,8,20-triol
There total 21 articles about (2R,8S,20R)-22-(tert-Butyl-diphenyl-silanyloxy)-docosane-2,8,20-triol 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
pyridinium p-toluenesulfonate;
In
ethanol;
at 50 ℃;
DOI:10.1021/ol034338k
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: NaH / tetrahydrofuran / 0 °C
2.1: i-Bu2AlH / CH2Cl2 / -78 °C
3.1: 82 percent / (-)-diethyl tartrate; titanium(IV) isopropoxide; t-butyl hydroperoxide / molecular sieves 4 Angstroem / CH2Cl2 / -23 °C
4.1: Red-Al / tetrahydrofuran / 0 - 20 °C
4.2: 76 percent / NaIO4 / CH2Cl2; acetone; H2O
5.1: 99 percent / imidazole / dimethylformamide / 0 °C
6.1: 99 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 20 °C
7.1: BH3*SMe2 / tetrahydrofuran / 0 °C
7.2: 87 percent / H2O2; NaOH / tetrahydrofuran; H2O / 0 - 20 °C
8.1: 92 percent / I2; triphenylphosphine; imidazole / benzene / 10 °C
9.1: t-BuLi / hexane; diethyl ether / -78 - 20 °C
9.2: CuI / hexane; diethyl ether
9.3: 78 percent / hexane; diethyl ether / -78 °C
10.1: 85 percent / pyridinium p-toluenesulfonate / ethanol / 50 °C
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dimethylsulfide borane complex; iodine; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; (-)-diethyl tartrate; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride;
4 A molecular sieve;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
1.1: Wittig reaction / 3.1: Sharpless epoxidation;
DOI:10.1021/ol034338k
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: LiAlH4 / tetrahydrofuran / 0 °C
2.1: pyridine / 0 °C
3.1: dimethylsulfoxide / 20 °C
4.1: i-Bu2AlH / CH2Cl2 / -78 °C
5.1: 99 percent / NaH / tetrahydrofuran / 0 °C
6.1: i-Bu2AlH / CH2Cl2 / -78 °C
7.1: 89 percent / (+)-diethyl tartrate; titanium(IV) isopropoxide; t-butyl hydroperoxide / molecular sieves 4 Angstroem / CH2Cl2 / -23 °C
8.1: 80 percent / i-Bu2AlH / CH2Cl2 / 0 °C
9.1: 82 percent / Bu2SnO; triethylamine / CH2Cl2 / 20 °C
10.1: 97 percent / K2CO3 / methanol / 20 °C
11.1: t-BuLi / hexane; diethyl ether / -78 - 20 °C
11.2: CuI / hexane; diethyl ether
11.3: 78 percent / hexane; diethyl ether / -78 °C
12.1: 85 percent / pyridinium p-toluenesulfonate / ethanol / 50 °C
With
pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; (+)-Weinsaeure-diethylester; triethylamine;
4 A molecular sieve;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide;
5.1: Wittig reaction / 7.1: Sharpless epoxidation;
DOI:10.1021/ol034338k
