Technology Process of 2,4-Dimethoxy-5-[(1aS,3aS,4S,5S,6aS,6bS)-4-(4-methoxy-benzyloxy)-hexahydro-1,3,6-trioxa-cyclopropa[e]inden-5-yl]-pyrimidine
There total 13 articles about 2,4-Dimethoxy-5-[(1aS,3aS,4S,5S,6aS,6bS)-4-(4-methoxy-benzyloxy)-hexahydro-1,3,6-trioxa-cyclopropa[e]inden-5-yl]-pyrimidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydroxide;
In
tetrahydrofuran; water;
for 0.75h;
Heating;
DOI:10.1021/ol030095k
- Guidance literature:
-
Multi-step reaction with 8 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
6.1: 89 percent / bis(tricyclohexylphosphine)(benzylidene)ruthenium dichloride / CH2Cl2 / 5.5 h / Heating
7.1: N-bromosuccinimide; water / tetrahydrofuran / 2 h
8.1: NaOH / H2O; tetrahydrofuran / 0.75 h / Heating
With
pyridine; hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; Grubbs catalyst first generation; oxalyl dichloride; water; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
6.1: Grubbs metathesis reaction;
DOI:10.1021/ol030095k
- Guidance literature:
-
Multi-step reaction with 12 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
10.1: 89 percent / bis(tricyclohexylphosphine)(benzylidene)ruthenium dichloride / CH2Cl2 / 5.5 h / Heating
11.1: N-bromosuccinimide; water / tetrahydrofuran / 2 h
12.1: NaOH / H2O; tetrahydrofuran / 0.75 h / Heating
With
pyridine; hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; Grubbs catalyst first generation; oxalyl dichloride; di-isopropyl azodicarboxylate; water; 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; water; N,N-dimethyl-formamide;
3.1: Mitsunobu reaction / 10.1: Grubbs metathesis reaction;
DOI:10.1021/ol030095k