Technology Process of (E)-(5S,6R,7S)-6-Benzyloxy-7-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,7-dimethoxy-3-methyl-hept-3-enal
There total 7 articles about (E)-(5S,6R,7S)-6-Benzyloxy-7-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,7-dimethoxy-3-methyl-hept-3-enal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
hexane; dichloromethane;
at -78 ℃;
for 0.5h;
DOI:10.1021/jo00296a041
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 89 percent / p-TsOH, molecular sieves / 4 h / Ambient temperature
2: 1) DMSO, oxalyl chloride 2) Et3N / 1) CH2Cl2, 20 min, -78 deg C 2) 25 min without cooling
3: CH2Cl2 / 12 h / Ambient temperature
4: 100 percent / Li triethylborohydride / tetrahydrofuran / 1.5 h / -78 deg C to -20 deg C
5: 67 percent / LiCl, s-collidine, CF3SO2Cl / dimethylformamide / 1 h / 0 °C
6: 69 percent / dimethylformamide / 3 h / Ambient temperature
7: 9.4 g / iBu2AlH / hexane; CH2Cl2 / 0.5 h / -78 °C
With
2,4,6-trimethyl-pyridine; molecular sieve; oxalyl dichloride; trifluoromethane sulfonyl chloride; diisobutylaluminium hydride; lithium triethylborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium chloride;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00296a041
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1) DMSO, oxalyl chloride 2) Et3N / 1) CH2Cl2, 20 min, -78 deg C 2) 25 min without cooling
2: CH2Cl2 / 12 h / Ambient temperature
3: 100 percent / Li triethylborohydride / tetrahydrofuran / 1.5 h / -78 deg C to -20 deg C
4: 67 percent / LiCl, s-collidine, CF3SO2Cl / dimethylformamide / 1 h / 0 °C
5: 69 percent / dimethylformamide / 3 h / Ambient temperature
6: 9.4 g / iBu2AlH / hexane; CH2Cl2 / 0.5 h / -78 °C
With
2,4,6-trimethyl-pyridine; oxalyl dichloride; trifluoromethane sulfonyl chloride; diisobutylaluminium hydride; lithium triethylborohydride; dimethyl sulfoxide; triethylamine; lithium chloride;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00296a041
