Technology Process of 5-Undecanone,
1,3-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-7-hydroxy-4,4,6,8-tetrameth
yl-11-[(1R,2R)-1-methyl-2-[(phenylmethoxy)methyl]cyclopropyl]-,
(3S,6R,7S,8S)-
There total 9 articles about 5-Undecanone,
1,3-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-7-hydroxy-4,4,6,8-tetrameth
yl-11-[(1R,2R)-1-methyl-2-[(phenylmethoxy)methyl]cyclopropyl]-,
(3S,6R,7S,8S)- 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:
-
(-)-(5S)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-4,4-dimethylheptan-3-one;
With
lithium diethylamide;
In
tetrahydrofuran; hexane;
at -78 - -40 ℃;
for 1.5h;
C18H26O2;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.1h;
- Guidance literature:
-
(-)-(5S)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-4,4-dimethylheptan-3-one;
With
n-butyllithium; diisopropylamine;
In
tetrahydrofuran; hexane;
at -78 - -40 ℃;
for 1.5h;
5-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-2-methyl-pentanal;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.1h;
DOI:10.1016/S0040-4020(02)00655-5
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / dimethylformamide / 12 h / 25 °C
2.1: O3 / CH2Cl2; methanol / 0.35 h / -78 °C
2.2: NaBH4 / CH2Cl2; methanol / 1 h / -78 - 25 °C
3.1: triethylamine / CH2Cl2 / 1 h / 25 °C
4.1: sodium iodide / acetone / 0.67 h / Heating
5.1: n-BuLi; diisopropylamine / tetrahydrofuran; hexane / 6 h / 0 °C
5.2: 84 percent / tetrahydrofuran; hexane / 14.5 h / -98 - -10 °C
6.1: iodomethane / 3 h / 60 °C
6.2: 88 percent / aq. HCl / pentane / 3 h / 25 °C
7.1: n-BuLi; diisopropylamine / tetrahydrofuran; hexane / 1.5 h / -78 - -40 °C
7.2: 81 percent / tetrahydrofuran; hexane / 0.1 h / -78 °C
With
n-butyllithium; sodium hydride; ozone; triethylamine; diisopropylamine; sodium iodide; methyl iodide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(02)00655-5
