Technology Process of (S)-4-((2R,5R)-5-((R)-1-(benzyloxy)tridecyl)-tetrahydrofuran-2-yl)-2,2-dimethyl-1,3-dioxolane
There total 12 articles about (S)-4-((2R,5R)-5-((R)-1-(benzyloxy)tridecyl)-tetrahydrofuran-2-yl)-2,2-dimethyl-1,3-dioxolane 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:
-
Multi-step reaction with 12 steps
1.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 0 - 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
4.1: benzene / 6 h / 20 °C
5.1: diisobutylaluminium hydride / dichloromethane / 2 h / -20 - 20 °C
6.1: diethyl (2R,3R)-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -25 °C / Molecular sieve
7.1: camphor-10-sulfonic acid / dichloromethane / 0.08 h / 0 °C
7.2: 2 h / 20 °C
8.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C
9.1: triethylamine; di(n-butyl)tin oxide / dichloromethane / 2 h
10.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C
11.1: magnesium / tetrahydrofuran / 2 h / -78 - 25 °C
12.1: sodium hydride / tetrahydrofuran / 6 h / 0 - 20 °C
With
titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; nickel(II) chloride hexahydrate; diethyl (2R,3R)-tartrate; palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; magnesium; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; ethyl acetate; benzene;
3.1: |Swern Oxidation / 6.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.02.096
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
2.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C
3.1: benzene / 6 h / 20 °C
4.1: diisobutylaluminium hydride / dichloromethane / 2 h / -20 - 20 °C
5.1: diethyl (2R,3R)-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 12 h / -25 °C / Molecular sieve
6.1: camphor-10-sulfonic acid / dichloromethane / 0.08 h / 0 °C
6.2: 2 h / 20 °C
7.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C
8.1: triethylamine; di(n-butyl)tin oxide / dichloromethane / 2 h
9.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C
10.1: magnesium / tetrahydrofuran / 2 h / -78 - 25 °C
11.1: sodium hydride / tetrahydrofuran / 6 h / 0 - 20 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2R,3R)-tartrate; palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; magnesium; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; ethyl acetate; benzene;
2.1: |Swern Oxidation / 5.1: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.02.096
