Technology Process of (S)-3--1-(hydroxymethyl)cyclopentene
There total 9 articles about (S)-3--1-(hydroxymethyl)cyclopentene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
diethyl ether; toluene;
at 0 ℃;
for 2h;
DOI:10.1021/jo00061a006
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 89 percent / K3PO4 / nitromethane / 72 h / Ambient temperature
2: 89 percent / HCl / ethyl acetate / 24 h / Ambient temperature
3: 97 percent / tetrahydrofuran / 20 h / Ambient temperature
4: 97 percent / KHMDS / tetrahydrofuran / 1 h / -78 °C
5: 85 percent / NaBH4 / methanol; tetrahydrofuran / 0.5 h
6: 1.) Et3N, DMAP, methanesulfonyl chloride (MsCl), 2.) KOtBu / 1.) THF, 3 h, 0 deg C, 2.) THF, 15 min, 0 deg C
7: 94 percent / DIBALH / toluene; diethyl ether / 2 h / 0 °C
With
hydrogenchloride; dmap; sodium tetrahydroborate; potassium phosphate; potassium tert-butylate; potassium hexamethylsilazane; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; nitromethane; ethyl acetate; toluene;
DOI:10.1021/jo00061a006
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 1.) Et3N, DMAP, methanesulfonyl chloride (MsCl), 2.) KOtBu / 1.) THF, 3 h, 0 deg C, 2.) THF, 15 min, 0 deg C
2: 94 percent / DIBALH / toluene; diethyl ether / 2 h / 0 °C
With
dmap; potassium tert-butylate; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine;
In
diethyl ether; toluene;
DOI:10.1021/jo00061a006