METHOD FOR PREPARING MACROCYCLIC LACTONE Russian patent published in 2004 - IPC

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to methods for preparing compound of the formula (I):

wherein m means 0, 1 or 2; n means 0, 1, 2 or 3; A means a double bond; B means a double or ordinary bond; C means a double bond; D means an ordinary bond; E and F mean a double bond; R₁ means hydrogen atom (H) or (C₁-C₈)-alkyl; R₂ means hydrogen atom (H), (C₁-C₈)-alkyl or hydroxyl (OH); each R₃ and R₄ means independently of one another hydrogen atom (H) or (C₁-C₈)-alkyl; R means hydrogen atom (H) or (C₁-C₈)-alkyl; R₆ means hydrogen atom (H); R₇ means hydroxyl (OH); R₈ and R₉ mean independently of one another hydrogen atom (H) or (C₁-C₁₀)-alkyl in free form or as a salt. Compound of the formula (II):

is subjected for interaction with biocatalyst that is able to oxidize alcohol selectively at position 4'' to yield compound of the formula (III):

wherein R₁-R₇, m, n, A, B, C, D, E and F have the same values as indicated above for the formula (I). Then compound of the formula (III) is subjected for interaction with the known amine of the formula HN(R₈)R wherein R₈ and R have the same values as indicated for the formula (I) in the presence of reducing agent followed by isolation of the end product in free form or as a salt. Proposed method is two-stages and in its realization the use of protecting groups is not required and the method is more harmless from ecological point of view.

EFFECT: improved preparing method.

14 cl, 1 tbl, 4 ex