Crystalline derivatives of (S)-1-((2R,3R,4S,5S)-5-allyl-3-methoxy-4-(tosylmethyl)tetrahydrofuran-2-YL)-3-aminopropan-2-ol

摘要

Disclosed are salts of a compound of formula 1, as shown below, where R1, R2, R3, R4′ R5, R6 and R7 are as described herein. Also, disclosed is a process for the preparation of the salts of the compounds of formula 1, and intermediates used therein. The salts of the compound of formula 1 can be useful for preparation of halichondrin analogs such as eribulin.;

主权项

1. The salt of formula 1′: wherein, R1 is —CH2—CH═CR8R8′, —CH2—C(═O)—R9 or —CH2—CH2—O—R10, wherein
R8 and R8′ each independently is H or a hydrocarbon, the hydrocarbon optionally having one or more heteroatoms;R9 is OR11, wherein R11 is H or a hydrocarbon, the hydrocarbon optionally having one or more heteroatoms;R10 is H or an alcohol protecting group; R2 is H or an alcohol protecting group; R3 and R4 each independently is H, allyl, benzyl or a substituted benzyl group; or R2 and one of R3 and R4 together form —C(R12)(R13)— and the other R3 and R4 is H, allyl, benzyl or a substituted benzyl group, wherein R12 and R13 each independently is H or a hydrocarbon, the hydrocarbon optionally having one or more heteroatoms; one of R5 and R6 is H and the other is —CH2OR14 or —CH2SO2—Ar, or R5 and R6 taken together form ═CH—SO2—Ar, wherein
R14 is H or an alcohol protecting group; andAr is an aryl group; and R7 is H, C1-3 alkyl or C1-3 haloalkyl; and HX is an acid.