Technology Process of Benzoic acid (2S,3S,4S,6S)-2-formyl-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-4-yl ester
There total 16 articles about Benzoic acid (2S,3S,4S,6S)-2-formyl-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-4-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
chromium trioxide pyridine;
In
dichloromethane;
for 30h;
DOI:10.1139/v81-126
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 48.6 percent / potassium tert-butoxide / toluene / 8 h / Ambient temperature
2: 92 percent / H2 / 20percent palladium hydroxide on charcoal / methanol; ethyl acetate / 24 h
3: 85 percent / potassium carbonate / methanol / 60 h
4: DIBAH / toluene / 0.5 h / -78 °C
5: 1.) lithium bis(trimethylsilyl)amide / 1.) HMPT, 20 min, room temperature; 2.) CH2Cl2/methanol/ether
6: 89 percent / pyridine / Ambient temperature
7: 89.5 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature
8: 91 percent / chromium trioxide-pyridine, / CH2Cl2 / 30 h
With
pyridine; chromium trioxide pyridine; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; lithium hexamethyldisilazane;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1139/v81-126
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 94 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, pyridine, trifluoroacetic acid / dimethylsulfoxide
2: 48.6 percent / potassium tert-butoxide / toluene / 8 h / Ambient temperature
3: 92 percent / H2 / 20percent palladium hydroxide on charcoal / methanol; ethyl acetate / 24 h
4: 85 percent / potassium carbonate / methanol / 60 h
5: DIBAH / toluene / 0.5 h / -78 °C
6: 1.) lithium bis(trimethylsilyl)amide / 1.) HMPT, 20 min, room temperature; 2.) CH2Cl2/methanol/ether
7: 89 percent / pyridine / Ambient temperature
8: 89.5 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature
9: 91 percent / chromium trioxide-pyridine, / CH2Cl2 / 30 h
With
pyridine; chromium trioxide pyridine; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; lithium hexamethyldisilazane;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1139/v81-126
