Technology Process of 1-[4-[2-(dimethylphenylsilanyl)ethyl]-5-hydroxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone
There total 9 articles about 1-[4-[2-(dimethylphenylsilanyl)ethyl]-5-hydroxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 99 percent / aq. NaHCO3; TEMPO; KBr / NaOCl / CH2Cl2 / 1.5 h
2.1: 85 percent / LiAlH4; MeOH; (R)-BINOL / tetrahydrofuran / 0.5 h / -100 - -78 °C
3.1: Ph3P; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C
4.1: 80 percent / malonic acid; CpRu[(CH3CN)3]PF6 / H2O; acetone / 3 h / 40 °C
5.1: Li / tetrahydrofuran / 4.5 h / 0 °C
5.2: CuCN / tetrahydrofuran / 0.42 h / 0 °C
5.3: 0.82 g / tetrahydrofuran / 5 h / -78 - 0 °C
6.1: 87 percent / DBU / benzene / 7 h / Heating
7.1: 93 percent / formic acid; Pd/C / methanol / 4 h / 20 °C
With
methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; palladium on activated charcoal; lithium aluminium tetrahydride; formic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; malonic acid; di-isopropyl azodicarboxylate; (R)-1,1'-Bi-2-naphthol; lithium; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; potassium bromide;
sodium hypochlorite;
In
tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene;
3.1: Mitsunobu reaction;
DOI:10.1021/ja043097o
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 80 percent / malonic acid; CpRu[(CH3CN)3]PF6 / H2O; acetone / 3 h / 40 °C
2.1: Li / tetrahydrofuran / 4.5 h / 0 °C
2.2: CuCN / tetrahydrofuran / 0.42 h / 0 °C
2.3: 0.82 g / tetrahydrofuran / 5 h / -78 - 0 °C
3.1: 87 percent / DBU / benzene / 7 h / Heating
4.1: 93 percent / formic acid; Pd/C / methanol / 4 h / 20 °C
With
palladium on activated charcoal; formic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; malonic acid; lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; water; acetone; benzene;
DOI:10.1021/ja043097o
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: Ph3P; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C
2.1: 80 percent / malonic acid; CpRu[(CH3CN)3]PF6 / H2O; acetone / 3 h / 40 °C
3.1: Li / tetrahydrofuran / 4.5 h / 0 °C
3.2: CuCN / tetrahydrofuran / 0.42 h / 0 °C
3.3: 0.82 g / tetrahydrofuran / 5 h / -78 - 0 °C
4.1: 87 percent / DBU / benzene / 7 h / Heating
5.1: 93 percent / formic acid; Pd/C / methanol / 4 h / 20 °C
With
palladium on activated charcoal; formic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; malonic acid; di-isopropyl azodicarboxylate; lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine;
In
tetrahydrofuran; methanol; water; acetone; benzene;
1.1: Mitsunobu reaction;
DOI:10.1021/ja043097o
