Technology Process of [(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[3-fluoro-4-(trideuteriomethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol
There total 16 articles about [(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[3-fluoro-4-(trideuteriomethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol 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
trifluoroacetic acid;
In
dichloromethane;
for 2h;
- Guidance literature:
-
Multi-step reaction with 14 steps
1.1: potassium carbonate / acetone / 5 h / Reflux
2.1: aluminum (III) chloride / dichloromethane / 16 h / 0 °C
3.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h / 20 °C
4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 3 h
5.1: boron tribromide / dichloromethane / 4 h / Cooling with ice
6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18.5 h
7.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C
7.2: 3 h / -78 °C
7.3: 16 h / 20 °C
8.1: pyridine; dmap / 24 h
9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C
9.2: 3 h
10.1: methanol / 4 h
11.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.75 h
11.2: 2.5 h
12.1: sodium hydroxide; water / 1,4-dioxane / 6 h / 50 °C
13.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 2 h
14.1: trifluoroacetic acid / dichloromethane / 2 h
With
pyridine; methanol; triethylsilane; dmap; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; water; boron tribromide; sodium hydride; potassium carbonate; triphenylphosphine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; mineral oil;
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: aluminum (III) chloride / dichloromethane / 16 h / 0 °C
2.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h / 20 °C
3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 3 h
4.1: boron tribromide / dichloromethane / 4 h / Cooling with ice
5.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18.5 h
6.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C
6.2: 3 h / -78 °C
6.3: 16 h / 20 °C
7.1: pyridine; dmap / 24 h
8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C
8.2: 3 h
9.1: methanol / 4 h
10.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.75 h
10.2: 2.5 h
11.1: sodium hydroxide; water / 1,4-dioxane / 6 h / 50 °C
12.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 2 h
13.1: trifluoroacetic acid / dichloromethane / 2 h
With
pyridine; methanol; triethylsilane; dmap; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; water; boron tribromide; sodium hydride; triphenylphosphine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
![[(3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[3-fluoro-4-(trideuteriomethoxy)phenyl]methyl]phenyl]-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-2-yl]methanol](/Databaselist/images/loading.webp)
