Technology Process of (3aS,6S,6aS)-2,2,6-Trimethyl-6-p-tolyl-tetrahydro-cyclopenta[1,3]dioxol-4-one
There total 10 articles about (3aS,6S,6aS)-2,2,6-Trimethyl-6-p-tolyl-tetrahydro-cyclopenta[1,3]dioxol-4-one 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:
-
(3aS,6aS)-2,2,6-Trimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one; para-methylphenylmagnesium bromide;
With
N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex;
In
tetrahydrofuran;
at -78 ℃;
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
DOI:10.1016/S0040-4039(00)00235-5
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 95 percent / imidazole / dimethylformamide
2.1: 90 percent / NMO / OsO4 / H2O; tetrahydrofuran
3.1: 99 percent / PPTS / CH2Cl2
4.1: 96 percent / H2 / Pd-C; CHCl3 / ethyl acetate
5.1: 97 percent
6.1: 88 percent / CeCl3 / tetrahydrofuran / -78 °C
7.1: 88 percent / TBAF / tetrahydrofuran
8.1: 90 percent / PCC / CH2Cl2
9.1: 93 percent / acetic acid / 40 °C
10.1: CuBr*SMe2; HMPA; TMSCl / tetrahydrofuran / -78 °C
10.2: 87 percent / TBAF / tetrahydrofuran
With
1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; N-methyl-2-indolinone; cerium(III) chloride; copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; hydrogen; pyridinium chlorochromate;
palladium on activated charcoal; osmium(VIII) oxide; chloroform; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
1.1: Silylation / 2.1: Oxidation / 3.1: Acetalization / 4.1: Hydrogenolysis / 5.1: Oxidation / 6.1: Methylation / 7.1: Desilylation / 8.1: Oxidation / 9.1: Dehydration / 10.1: Grignard reaction / 10.2: Desilylation;
DOI:10.1016/S0040-4039(00)00235-5
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 90 percent / NMO / OsO4 / H2O; tetrahydrofuran
2.1: 99 percent / PPTS / CH2Cl2
3.1: 96 percent / H2 / Pd-C; CHCl3 / ethyl acetate
4.1: 97 percent
5.1: 88 percent / CeCl3 / tetrahydrofuran / -78 °C
6.1: 88 percent / TBAF / tetrahydrofuran
7.1: 90 percent / PCC / CH2Cl2
8.1: 93 percent / acetic acid / 40 °C
9.1: CuBr*SMe2; HMPA; TMSCl / tetrahydrofuran / -78 °C
9.2: 87 percent / TBAF / tetrahydrofuran
With
N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; N-methyl-2-indolinone; cerium(III) chloride; copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; hydrogen; pyridinium chlorochromate;
palladium on activated charcoal; osmium(VIII) oxide; chloroform; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; dichloromethane; water; acetic acid; ethyl acetate;
1.1: Oxidation / 2.1: Acetalization / 3.1: Hydrogenolysis / 4.1: Oxidation / 5.1: Methylation / 6.1: Desilylation / 7.1: Oxidation / 8.1: Dehydration / 9.1: Grignard reaction / 9.2: Desilylation;
DOI:10.1016/S0040-4039(00)00235-5