Technology Process of (2S,3S,4R,5R)-4-allyloxy-2-(2',4'-dimethoxypyrimidin-5'-yl)-3-(p-methoxybenzyloxy)-5-vinyltetrahydrofuran
There total 11 articles about (2S,3S,4R,5R)-4-allyloxy-2-(2',4'-dimethoxypyrimidin-5'-yl)-3-(p-methoxybenzyloxy)-5-vinyltetrahydrofuran 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
sodium hydride;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 2h;
DOI:10.1021/ol030095k
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 89 percent / pyridine
2.1: 84 percent / NaH / tetrahydrofuran; dimethylformamide
3.1: 88 percent / hydrochloric acid / dioxane
4.1: DMSO; (COCl)2; diisopropylethylamine / CH2Cl2
4.2: 36 percent / NaHMDS / tetrahydrofuran
5.1: 93 percent / NaH / dimethylformamide / 2 h / 20 °C
With
pyridine; hydrogenchloride; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol030095k
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 75 percent / t-BuLi
2.1: 86 percent / L-Selectride; ZnCl2 / CH2Cl2
3.1: 91 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran
4.1: 85 percent / acetic acid
5.1: 89 percent / pyridine
6.1: 84 percent / NaH / tetrahydrofuran; dimethylformamide
7.1: 88 percent / hydrochloric acid / dioxane
8.1: DMSO; (COCl)2; diisopropylethylamine / CH2Cl2
8.2: 36 percent / NaHMDS / tetrahydrofuran
9.1: 93 percent / NaH / dimethylformamide / 2 h / 20 °C
With
pyridine; hydrogenchloride; oxalyl dichloride; di-isopropyl azodicarboxylate; tert.-butyl lithium; L-Selectride; sodium hydride; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc(II) chloride;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
3.1: Mitsunobu reaction;
DOI:10.1021/ol030095k
