Technology Process of dibenzyl (3R,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate
There total 11 articles about dibenzyl (3R,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 78 percent / ZnCl2
2: 98 percent / Dess-Martin reagent / CH2Cl2 / 30 h / 20 °C
3: 99 percent / catecholborane; (S)-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine / tetrahydrofuran / 24 h / -30 °C
4: 99 percent / acetic acid / 4 h / 65 °C
5: BF3*OEt2 / CH2Cl2 / 1 h / 20 °C
With
boron trifluoride diethyl etherate; Dess-Martin periodane; zinc(II) chloride; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole;
In
tetrahydrofuran; dichloromethane; acetic acid;
DOI:10.1016/S0040-4020(01)00780-3
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 98 percent / Dess-Martin reagent / CH2Cl2 / 30 h / 20 °C
2: 99 percent / catecholborane; (S)-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine / tetrahydrofuran / 24 h / -30 °C
3: 99 percent / acetic acid / 4 h / 65 °C
4: BF3*OEt2 / CH2Cl2 / 1 h / 20 °C
With
boron trifluoride diethyl etherate; Dess-Martin periodane; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole;
In
tetrahydrofuran; dichloromethane; acetic acid;
DOI:10.1016/S0040-4020(01)00780-3
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 96 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 1.5 h / 20 °C
2.1: SO2Cl2 / CH2Cl2; diethyl ether / 1.5 h / 20 °C
2.2: 99 percent / H2O / acetone / Heating
3.1: 81 percent / diethyl ether / 20 °C
4.1: 99 percent / H2 / Pd-C / tetrahydrofuran
5.1: 95 percent / I2; NaI; NaHCO3 / H2O; 1,2-dichloro-ethane / 0.67 h / Heating
6.1: 97 percent / H2; sodium acetate / PtO2 / methanol
7.1: NaN(Si(CH3)3)2 / tetrahydrofuran / 0.08 h / 80 °C
8.1: BF3*OEt2 / CH2Cl2 / 1 h / 20 °C
With
dmap; sulfuryl dichloride; boron trifluoride diethyl etherate; hydrogen; iodine; sodium acetate; sodium hexamethyldisilazane; sodium hydrogencarbonate; sodium iodide;
platinum(IV) oxide; palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)00780-3
