Technology Process of (2R,4R,5S,7S)-7-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-2-((R)-1-hydroxy-propyl)-5-triethylsilanyl-oxepan-4-ol
There total 10 articles about (2R,4R,5S,7S)-7-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-2-((R)-1-hydroxy-propyl)-5-triethylsilanyl-oxepan-4-ol 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:
-
ethylmagnesium bromide; (1R,3S,5S,6R)-3-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-5-triethylsilanyl-2,7-dioxa-bicyclo[4.2.1]nonan-8-one;
In
tetrahydrofuran;
at 0 ℃;
for 0.5h;
With
L-Selectride;
In
tetrahydrofuran;
at -78 ℃;
for 2h;
DOI:10.1016/S0040-4039(03)01667-8
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 88 percent / NaH / dimethylformamide / 2 h / 0 °C
2.1: 71 percent / n-BuLi; BF3*Et2O / diethyl ether; tetrahydrofuran / 1 h / -78 °C
3.1: 86 percent / NaH / tetrahydrofuran / 24 h / 20 °C
4.1: 94 percent / PTSA / methanol / 0.5 h / 20 °C
5.1: 87 percent / Ph3P; CCl4 / 0.33 h / Heating
6.1: 67 percent / KHMDS / toluene / 0.5 h / 20 °C
7.1: 96 percent / NBS / acetonitrile / 0.17 h / 20 °C
8.1: 93 percent / n-Bu3SnH / benzene / 0.5 h / Heating
9.1: tetrahydrofuran / 0.5 h / 0 °C
9.2: 57 percent / L-Selectride / tetrahydrofuran / 2 h / -78 °C
With
tetrachloromethane; N-Bromosuccinimide; n-butyllithium; boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; potassium hexamethylsilazane; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
9.2: Felkin-Ahn reaction;
DOI:10.1016/S0040-4039(03)01667-8
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 88 percent / NaH / dimethylformamide / 2 h / 0 °C
2.1: 71 percent / n-BuLi; BF3*Et2O / diethyl ether; tetrahydrofuran / 1 h / -78 °C
3.1: 86 percent / NaH / tetrahydrofuran / 24 h / 20 °C
4.1: 94 percent / PTSA / methanol / 0.5 h / 20 °C
5.1: 87 percent / Ph3P; CCl4 / 0.33 h / Heating
6.1: 67 percent / KHMDS / toluene / 0.5 h / 20 °C
7.1: 96 percent / NBS / acetonitrile / 0.17 h / 20 °C
8.1: 93 percent / n-Bu3SnH / benzene / 0.5 h / Heating
9.1: tetrahydrofuran / 0.5 h / 0 °C
9.2: 57 percent / L-Selectride / tetrahydrofuran / 2 h / -78 °C
With
tetrachloromethane; N-Bromosuccinimide; n-butyllithium; boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; potassium hexamethylsilazane; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
9.2: Felkin-Ahn reaction;
DOI:10.1016/S0040-4039(03)01667-8
