Technology Process of (2R,3R)-3-(3',5'-dimethoxy-4'-methoxymethoxyphenyl)-2-hydroxymethyl-2,3-dihydro-1,4-benzodioxin-6-carbaldehyde
There total 11 articles about (2R,3R)-3-(3',5'-dimethoxy-4'-methoxymethoxyphenyl)-2-hydroxymethyl-2,3-dihydro-1,4-benzodioxin-6-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 81 percent / DIBAL-H / toluene; hexane / -10 °C
2: 78 percent / AD mix-α; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 48 h / 0 °C
3: 73 percent / pyridine / 0 - 18 °C
4: 82 percent / K2CO3 / methanol / 3 h / 18 °C
5: 70 percent / DIAD; PPh3 / toluene; tetrahydrofuran / 24 h / 18 °C
6: 70 percent / H2 / Pd/C / ethyl acetate / 9 h / 18 °C
7: K2CO3 / methanol / 0.75 h / 18 °C
With
pyridine; AD-mix-α; methanesulfonamide; di-isopropyl azodicarboxylate; hydrogen; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; water; ethyl acetate; toluene; tert-butyl alcohol;
2: Sharpless asymmetric dihydroxylation / 5: Mitsunobu coupling;
DOI:10.1016/j.tetasy.2005.02.035
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 70 percent / DIAD; PPh3 / toluene; tetrahydrofuran / 24 h / 18 °C
2: 70 percent / H2 / Pd/C / ethyl acetate / 9 h / 18 °C
3: K2CO3 / methanol / 0.75 h / 18 °C
With
di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethyl acetate; toluene;
1: Mitsunobu coupling;
DOI:10.1016/j.tetasy.2005.02.035
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 73 percent / pyridine / 0 - 18 °C
2: 82 percent / K2CO3 / methanol / 3 h / 18 °C
3: 70 percent / DIAD; PPh3 / toluene; tetrahydrofuran / 24 h / 18 °C
4: 70 percent / H2 / Pd/C / ethyl acetate / 9 h / 18 °C
5: K2CO3 / methanol / 0.75 h / 18 °C
With
pyridine; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethyl acetate; toluene;
3: Mitsunobu coupling;
DOI:10.1016/j.tetasy.2005.02.035