FIELD: chemistry.
SUBSTANCE: invention relates to a method of synthesis of a novel quaternary carbon chiral ligand. Method of synthesis includes a step for synthesis of compound of formula IV,
,
where n is integer from 1 to 4; R is selected from a group consisting of C1-C4-alkyl, C1-C4-halogenalkyl; R1 is selected from a group consisting of C1-C4-alkyl, C1-C4-halogenalkyl and unsubstituted or substituted phenyl, where substituted phenyl means that phenyl has 1–5 substitutes, and each substitute is independently selected from a group consisting of halogen; R2 is selected from a group consisting of H, halogen and C1-C4-alkyl; R3 is selected from a group consisting of C1-C4-alkyl, unsubstituted or substituted phenyl and - (C1-C4 alkylene) - (unsubstituted or substituted phenyl), where substituted phenyl means that phenyl has 1–5 substitutes, and each substitute is independently selected from a group consisting of halogen, C1-C4-alkyl and C1-C4-halogenalkyl. Also disclosed are a method of producing an alpha-amino acid, an alpha-substituted beta-amino acid and a beta-substituted beta-amino acid, an intermediate compound Maraviroc, a chiral ligand having a structure of formula IV, a method for synthesis of an intermediate compound Maraviroc, method of synthesis of a non-natural amino acid, a method for synthesis of a basic intermediate compound of Maraviroc and a method for synthesis of Maraviroc.
EFFECT: invention enables to optimize the Maraviroc synthesis scheme and improve optical purity of the product.
9 cl, 124 ex
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Authors
Dates
2020-07-23—Published
2017-09-19—Filed