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ChemicalBook CAS DataBase List Basifungin

Basifungin synthesis

4synthesis methods
L-Valine, N-[(1,1-dimethylethoxy)carbonyl]-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-N-methyl-, 2-methyl-1-[(phenylmethoxy)carbonyl]butyl ester, [R-(R*,R*)]- (9CI)

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Basifungin

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Yield:-

Steps:

Multi-step reaction with 8 steps
1: H2 / Pd/C
2: N-methylmorpholine (NMM), bis(2-oxo-3-oxazolidinyl)phosphinic chloride (Bop-Cl)
3: 50percent TFA / CH2Cl2
6: H2 / 10percent Pd/C
7: 1.) 50percent TFA; 2.) 1N HCl / 1.) CH2Cl2
8: benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP), DMAP / CH2Cl2

References:

Jao, Edwin;Cooper, Alan B.;Rane, Dinanath F.;Saksena, Anil K.;Desai, Jagdish;Wang, James;Girijavallabhan, Viyyoor M.;Ganguly, Ashit K. [Tetrahedron Letters,1996,vol. 37,# 32,p. 5661 - 5664]

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