Technology Process of (2R,3R,4R,5R)-4-dimethylphenylsilyl-3-hydroxy-2-hydroxymethyl-2,4-dimethyl-5-ethyltetrahydrofuran
There total 1 articles about (2R,3R,4R,5R)-4-dimethylphenylsilyl-3-hydroxy-2-hydroxymethyl-2,4-dimethyl-5-ethyltetrahydrofuran 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
lithium aluminium tetrahydride;
In
diethyl ether;
at 23 ℃;
DOI:10.1021/ja034865z
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: NaH / dimethylformamide / 0.5 h / 23 °C
1.2: 96 percent / n-Bu4NI / dimethylformamide / 12 h / 23 °C
2.1: 85 percent / KH; cumene hydroperoxide; NMP / n-Bu4NF / tetrahydrofuran / 15 h / 60 °C
3.1: NaH / dimethylformamide / 0.5 h / 0 °C
3.2: 95 percent / n-Bu4NI / dimethylformamide / 12 h / 23 °C
4.1: 96 percent / NaHCO3; aq. ceric ammonium nitrate; NaHSO3 / acetonitrile / 1 h / 23 °C
5.1: 78 percent / Ph3P; imidazole; I2 / benzene / 1 h / Heating
6.1: 100 percent / Sc(OTf)3 / acetonitrile / 1 h / 23 °C
7.1: 83 percent / Zn; AcOH / methanol; diethyl ether / 12 h / 23 °C
8.1: 97 percent / 2,6-lutidine / 3 h / 0 - 23 °C
9.1: 94 percent / i-Bu2AlH / CH2Cl2; toluene / -78 - 0 °C
With
1H-imidazole; 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; ammonium cerium(IV) nitrate; Cumene hydroperoxide; iodine; potassium hydride; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium hydrogensulfite; acetic acid; triphenylphosphine; scandium tris(trifluoromethanesulfonate); zinc;
tetrabutyl ammonium fluoride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ja034865z
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: NaH / dimethylformamide / 0.5 h / 23 °C
1.2: 96 percent / n-Bu4NI / dimethylformamide / 12 h / 23 °C
2.1: 85 percent / KH; cumene hydroperoxide; NMP / n-Bu4NF / tetrahydrofuran / 15 h / 60 °C
3.1: NaH / dimethylformamide / 0.5 h / 0 °C
3.2: 95 percent / n-Bu4NI / dimethylformamide / 12 h / 23 °C
4.1: 96 percent / NaHCO3; aq. ceric ammonium nitrate; NaHSO3 / acetonitrile / 1 h / 23 °C
5.1: 78 percent / Ph3P; imidazole; I2 / benzene / 1 h / Heating
6.1: 100 percent / Sc(OTf)3 / acetonitrile / 1 h / 23 °C
With
1H-imidazole; 1-methyl-pyrrolidin-2-one; ammonium cerium(IV) nitrate; Cumene hydroperoxide; iodine; potassium hydride; sodium hydride; sodium hydrogencarbonate; sodium hydrogensulfite; triphenylphosphine; scandium tris(trifluoromethanesulfonate);
tetrabutyl ammonium fluoride;
In
tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/ja034865z
