Technology Process of Cyclobutanemethanol, 2-ethoxy-2-(1-methylethenyl)-, (1R,2S)- (9CI)
There total 10 articles about Cyclobutanemethanol, 2-ethoxy-2-(1-methylethenyl)-, (1R,2S)- (9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1S,2S,5R)-1-ethoxy-2-methyl-3-oxabicyclo[3.2.0]heptane-2-carbaldehyde;
With
hydrazine dihydrochloride; hydrazine hydrate;
In
diethylene glycol;
at 120 ℃;
for 1.5h;
With
potassium hydroxide;
In
diethylene glycol;
at 210 ℃;
for 1h;
DOI:10.1021/ol049696h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium metaperiodate; RuCl3*3H2O / CCl4; H2O; acetonitrile / 20 °C
2.1: 220 mg / diethyl ether
3.1: LDA / tetrahydrofuran; hexane / -78 - -30 °C
3.2: 72 percent / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 - 20 °C
4.1: 91 percent / LiAlH4 / diethyl ether / 0 - 20 °C
5.1: 69 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -70 - 20 °C
6.1: hydrazine hydrate; hydrazine hydrochloride / bis-(2-hydroxy-ethyl) ether / 1.5 h / 120 °C
6.2: 54 percent / potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1 h / 210 °C
With
ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; oxalyl dichloride; hydrazine hydrochloride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; water; acetonitrile; diethylene glycol;
5.1: Swern oxidation / 6.1: Wolf-Kishner reaction;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: acetic acid / H2O / 20 °C
2.1: sodium metaperiodate; RuCl3*3H2O / CCl4; H2O; acetonitrile / 20 °C
3.1: 220 mg / diethyl ether
4.1: LDA / tetrahydrofuran; hexane / -78 - -30 °C
4.2: 72 percent / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 - 20 °C
5.1: 91 percent / LiAlH4 / diethyl ether / 0 - 20 °C
6.1: 69 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -70 - 20 °C
7.1: hydrazine hydrate; hydrazine hydrochloride / bis-(2-hydroxy-ethyl) ether / 1.5 h / 120 °C
7.2: 54 percent / potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1 h / 210 °C
With
ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; oxalyl dichloride; hydrazine hydrochloride; hydrazine hydrate; acetic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; water; acetonitrile; diethylene glycol;
6.1: Swern oxidation / 7.1: Wolf-Kishner reaction;