Technology Process of 4-<5-benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrol-2-ylmethyl>-14-formyl-2,8,13-tris(2-methoxycarbonylethyl)-3,7,12-tris(methoxycarbonylmethyl)-4,5,10,16-tetrahydrotripyrrin-2(15H)-one
There total 14 articles about 4-<5-benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrol-2-ylmethyl>-14-formyl-2,8,13-tris(2-methoxycarbonylethyl)-3,7,12-tris(methoxycarbonylmethyl)-4,5,10,16-tetrahydrotripyrrin-2(15H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 11 steps
1: oxalyl chloride, DMF / CH2Cl2 / 0.5 h / Ambient temperature
2: N,N-dimethylaniline / CH2Cl2 / 1.) room temperature, 30 min, 2.) reflux, 15 min
3: sulfuryl chloride / CH2Cl2 / 0.25 h
4: AcONa / 1 h / 75 °C
5: 85.5 percent / p-TsOH / CH2Cl2 / 2 h
6: 86 percent / stannic chloride / CH2Cl2 / 1.5 h / 0 °C
7: 83 percent / NaHCO3, I, KI / CH2Cl2; H2O / 0.33 h
8: 1.) stannic chloride, 2.) p-TsOH*H2O, AgOAc / 1.) CH2Cl2, 20 min, 2.) THF, 10 h
9: AcOH, Zn / 0.33 h
10: trifluoroacetic acid / 7 h / Ambient temperature
11: 76 percent / stannic chloride / tetrahydrofuran; CH2Cl2 / 18 h
With
sulfuryl dichloride; oxalyl dichloride; silver(I) acetate; sodium acetate; tin(IV) chloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; N,N-dimethyl-aniline; N,N-dimethyl-formamide; trifluoroacetic acid; potassium iodide; zinc;
In
tetrahydrofuran; dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 85.5 percent / p-TsOH / CH2Cl2 / 2 h
2: 86 percent / stannic chloride / CH2Cl2 / 1.5 h / 0 °C
3: 83 percent / NaHCO3, I, KI / CH2Cl2; H2O / 0.33 h
4: 1.) stannic chloride, 2.) p-TsOH*H2O, AgOAc / 1.) CH2Cl2, 20 min, 2.) THF, 10 h
5: AcOH, Zn / 0.33 h
6: trifluoroacetic acid / 7 h / Ambient temperature
7: 76 percent / stannic chloride / tetrahydrofuran; CH2Cl2 / 18 h
With
silver(I) acetate; tin(IV) chloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; potassium iodide; zinc;
In
tetrahydrofuran; dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: tert-butyl hypochlorite / tetrahydrofuran / 3 h / Ambient temperature
2: aq. Na2CO3 / diethyl ether / Heating
4: 85.5 percent / p-TsOH / CH2Cl2 / 2 h
5: 86 percent / stannic chloride / CH2Cl2 / 1.5 h / 0 °C
6: 83 percent / NaHCO3, I, KI / CH2Cl2; H2O / 0.33 h
7: 1.) stannic chloride, 2.) p-TsOH*H2O, AgOAc / 1.) CH2Cl2, 20 min, 2.) THF, 10 h
8: AcOH, Zn / 0.33 h
9: trifluoroacetic acid / 7 h / Ambient temperature
10: 76 percent / stannic chloride / tetrahydrofuran; CH2Cl2 / 18 h
With
tert-butylhypochlorite; silver(I) acetate; tin(IV) chloride; sodium hydrogencarbonate; sodium carbonate; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; potassium iodide; zinc;
In
tetrahydrofuran; diethyl ether; dichloromethane; water;
