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ChemicalBook CAS DataBase List COUMERMYCIN A1

COUMERMYCIN A1 synthesis

11synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 7 steps
1.1: 88 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH2Cl2
2.1: 83 percent / Bu3P / CH2Cl2 / 72 h / 20 °C
3.1: 98 percent / trifluoroacetic acid / CH2Cl2; H2O / 20 °C
4.1: 49 percent / diethyl azodicarboxylate; PPh3 / CH2Cl2 / 20 °C
5.1: H2 / Pd/C / tetrahydrofuran; methanol
6.1: aniline; NaNO2; NaOAc / aq. HCl; methanol; tetrahydrofuran
6.2: Na2S2O4; NaOAc / ethanol; H2O; tetrahydrofuran
7.1: 85 percent / HATU; 4-methylmorpholine / dimethylformamide

References:

Olson, Steven H.;Slossberg, Llnon H. [Tetrahedron Letters,2003,vol. 44,# 1,p. 61 - 63]

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