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Shorter synthesis of trifunctionalized cryptophane-A derivatives.

ABSTRACT: Efficient syntheses of trisubstituted cryptophane-A derivatives that are versatile host molecules for many applications are reported. Trihydroxy cryptophane was synthesized in six or seven steps with yields as high as 9.5%. By a different route, trihydroxy cryptophane modified with three propargyl, allyl, or benzyl protecting groups was synthesized with yields of 4.1-5.8% in just six steps. Hyperpolarized (129)Xe NMR chemical shifts of 57-65 ppm were measured for these trisubstituted cryptophanes.

SUBMITTER: Taratula O

PROVIDER: S-EPMC3058506 | biostudies-literature | 2011 Mar

REPOSITORIES: biostudies-literature

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Shorter synthesis of trifunctionalized cryptophane-A derivatives.

Taratula Olena O Hill P Aru PA Bai Yubin Y Khan Najat S NS Dmochowski Ivan J IJ

Organic letters 20110218 6

Efficient syntheses of trisubstituted cryptophane-A derivatives that are versatile host molecules for many applications are reported. Trihydroxy cryptophane was synthesized in six or seven steps with yields as high as 9.5%. By a different route, trihydroxy cryptophane modified with three propargyl, allyl, or benzyl protecting groups was synthesized with yields of 4.1-5.8% in just six steps. Hyperpolarized (129)Xe NMR chemical shifts of 57-65 ppm were measured for these trisubstituted cryptophane ...[more]

PMID: 21332141

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