PRINCE REACTION AND COMPOUNDS USED IN SYNTHESIS OF HALICHONDRIN MACROLIDES AND THEIR ANALOGUES Russian patent published in 2024 - IPC C07D307/28 C07D491/22 C07D493/22 C07D307/20 C07D407/14 C07D407/06 C07D493/04 C07F9/6561 

FIELD: pharmaceuticals.

SUBSTANCE: invention relates to a method of preparing a compound of formula (A), which includes preparing a compound of formula (A) by reacting a compound of formula (B), a compound of formula (C), a Lewis acid and R₅OH, where R₅ is an acyl substituted with alkoxy; each of D and D' is independently H or OP₁, provided that only one of D and D' is OP₁ and A is a group of formula (1), where L is -(CH(OP₂))-; R₂ is H and P₁ is an alkyl or hydroxyl protecting group selected from PNB, or R₂ and P₁ are combined to form a bond; (i) R₃ is H and P₂ is a hydroxyl protecting group selected from Bz; (ii) R₃ is R-(CH₂)_nOP₅ where P₂ is a hydroxyl protecting group selected from PNB and Bz, and P₅ is a hydroxyl protecting group selected from PNB and Bz; E is alkyl; G is O; n, if present, is 0, 1, or 2; k is 0 or 1; R₁ is -OP₆ or -CH₂(Y), where P₆ is H or a hydroxyl protecting group selected from PNB; R₄ is , or where each P₇ is a hydroxyl protecting group selected from Pv or Bz; and R₆ is alkyl; each Y is -SO₂R_D; and each R_D, if present, is aryl; R₇ is either -CHO or where each R_7A is independently alkyl. The invention also relates to a method of producing halichondrin macrolide and its analogues and intermediate compounds.

EFFECT: new method of obtaining a compound (A) which can be used for the synthesis of halichondrin macrolide and its analogues.

11 cl, 6 ex