Technology Process of (4R,5R)-5-(benzyloxymethyl)-4-(triisopropylsilyloxy)dihydrofuran-2(3H)-one
There total 6 articles about (4R,5R)-5-(benzyloxymethyl)-4-(triisopropylsilyloxy)dihydrofuran-2(3H)-one 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
2,6-di-tert-butyl-pyridine;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 5h;
DOI:10.1021/ja502205q
- Guidance literature:
-
Multi-step reaction with 4 steps
1: copper dichloride; (R)-5-((1-Benzyl-1H-indol-3-yl)methyl)-2,2,3-trimethylimidazolin-4-one tetrafluoroboric acid / ethyl acetate / 24 h / -30 °C / Molecular sieve
2: titanium(IV) dichlorodiisopropylate; boron trifluoride diethyl etherate / dichloromethane / 16 h / -40 °C / Inert atmosphere
3: zinc; water; trifluoroacetic acid / toluene / 32 h / 20 °C
4: 2,6-di-tert-butyl-pyridine / tetrahydrofuran / 5 h / 0 - 20 °C
With
2,6-di-tert-butyl-pyridine; titanium(IV) dichlorodiisopropylate; boron trifluoride diethyl etherate; (R)-5-((1-Benzyl-1H-indol-3-yl)methyl)-2,2,3-trimethylimidazolin-4-one tetrafluoroboric acid; water; trifluoroacetic acid; copper dichloride; zinc;
In
tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
2: |Mukaiyama Aldol Addition;
DOI:10.1021/ja502205q
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 16 h / 20 °C
2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 16 h / 20 °C
3.1: copper dichloride; CHF3O3S*C13H18N2O / diethyl ether / 48 h / -30 °C / Molecular sieve; Inert atmosphere
4.1: titanium(IV) dichlorodiisopropylate; boron trifluoride diethyl etherate / dichloromethane / 16 h / -40 °C / Inert atmosphere
5.1: zinc; water; trifluoroacetic acid / toluene / 32 h / 20 °C
6.1: 2,6-di-tert-butyl-pyridine / tetrahydrofuran / 5 h / 0 - 20 °C
With
2,6-di-tert-butyl-pyridine; titanium(IV) dichlorodiisopropylate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; CHF3O3S*C13H18N2O; boron trifluoride diethyl etherate; water; sodium hydride; trifluoroacetic acid; copper dichloride; zinc;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
4.1: |Mukaiyama Aldol Addition;
DOI:10.1021/ja502205q
