Technology Process of (3R,3aS,7aR)-3-((S)-1-Hydroxy-2-methyl-propyl)-2-(4-methoxy-benzyl)-3a,5,5-trimethyl-1-oxo-octahydro-4-oxa-2-aza-5-sila-indene-3-carboxylic acid methyl ester
There total 7 articles about (3R,3aS,7aR)-3-((S)-1-Hydroxy-2-methyl-propyl)-2-(4-methoxy-benzyl)-3a,5,5-trimethyl-1-oxo-octahydro-4-oxa-2-aza-5-sila-indene-3-carboxylic acid methyl ester 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:
-
isopropenylmagnesium chloride; (3S,3aS,7aR)-3-Formyl-2-(4-methoxy-benzyl)-3a,5,5-trimethyl-1-oxo-octahydro-4-oxa-2-aza-5-sila-indene-3-carboxylic acid methyl ester;
With
chloro-trimethyl-silane;
In
tetrahydrofuran;
at -78 ℃;
for 5h;
With
hydrogen;
palladium on activated charcoal;
In
ethanol;
at 23 ℃;
for 12h;
under 760 Torr;
DOI:10.1021/ol0508734
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 3.53 g / triethylamine / CH2Cl2 / 0.5 h / 23 °C
2.1: 96 percent / imidazole / dimethylformamide / 0.5 h / 0 °C
3.1: 89 percent / tributyltin hydride; AIBN / benzene / 8 h / 80 °C
4.1: H2 / Pd/C / ethanol / 18 h / 23 °C / 760 Torr
5.1: 2.68 g / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
6.1: trimethylsilyl chloride / tetrahydrofuran / 5 h / -78 °C
6.2: 95 percent / H2 / Pd/C / ethanol / 12 h / 23 °C / 760 Torr
With
1H-imidazole; chloro-trimethyl-silane; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; Dess-Martin periodane; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
5.1: Dess-Martin oxidation / 6.1: Grignard addition;
DOI:10.1021/ol0508734
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Ti(OiPr)4; cyclopentylmagnesium chloride / various solvent(s); diethyl ether / 1 h / -40 °C
1.2: I2 / various solvent(s); tetrahydrofuran; diethyl ether / 4 h / -40 - 23 °C
2.1: 3.53 g / triethylamine / CH2Cl2 / 0.5 h / 23 °C
3.1: 96 percent / imidazole / dimethylformamide / 0.5 h / 0 °C
4.1: 89 percent / tributyltin hydride; AIBN / benzene / 8 h / 80 °C
5.1: H2 / Pd/C / ethanol / 18 h / 23 °C / 760 Torr
6.1: 2.68 g / Dess-Martin periodinane / CH2Cl2 / 1 h / 23 °C
7.1: trimethylsilyl chloride / tetrahydrofuran / 5 h / -78 °C
7.2: 95 percent / H2 / Pd/C / ethanol / 12 h / 23 °C / 760 Torr
With
1H-imidazole; titanium(IV) isopropylate; chloro-trimethyl-silane; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; cyclopentylmagnesium chloride; Dess-Martin periodane; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
6.1: Dess-Martin oxidation / 7.1: Grignard addition;
DOI:10.1021/ol0508734
