Diethylaminosulphur trifluoride

Derivatives of 14-hydroxydihydrocodeinone have been converted into 6a- and 6/ff-amino-compounds by condensation with benzylamine and then reduction and hydrogenolysis of the resulting Schiff-bases,195 and also into their hydrazones.196 Codeine and ethylmorphine have been nitrated and sulphonated at position 1197 and fluoro-compounds of structures (103 R = H), (103 R = OH), (104 R = H), and (104 R = OH) have been prepared from dihydrocodeinone and 14-hydroxy-dihydrocodeinone by treatment with diethylaminosulphur trifluoride.198... 

To overcome the extensive tritium loss encountered with D-[6- Hl-4FG, we have now synthesized 4-deoxy-4-fluoro-D-[U- C]-glucose (D-[U- C]-4FG) by the action of diethylaminosulphur trifluoride on methyl 2,3,6-tri-Q-benzoyl- 04 -D-[U- C]galactopyranoside (Sbrissa and Taylor, unpublished results). Table I summarizes the distribution of radioactivity in various fractions... 

An improved preparation of methyl 3-deoxy-3-fluoro-y9-D-galactopyran-oside using diethylaminosulphur trifluoride (DAST) and -(dimethyl-amino) pyridine has been described. 

Synthesis of the 3-demethoxy-3-fluoro-sporaricin A analogues (12) from sporaricin B has been achieved using diethylaminosulphur trifluoride (DAST) as the fluorinating reagent on intermediate 3-hydroxyepimines. The difluoro analogue (13) was similarly... 

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