Dithioerythritol CAS 6892-68-8

One of the difficulties in synthesizing DTE is the construction of erythro-configured dihydroxyl groups, and there are few literature reports on the synthesis of dithioerythroxenol. CN201611235712.7 performs cis addition on cis olefins to obtain products of erythro configuration, and successfully developed a synthetic method for preparing dithioerythritol. The synthetic method has a short route, can obtain better yield, and has good application value.

A method for preparing dithioredoxanal alcohol, comprising the following steps:

(a) Cis-1,4-dichloro-2-butene is dissolved in the first reaction solvent, and under low temperature conditions, cis-bishydroxylation reaction occurs with potassium permanganate to obtain formula (I) 1, 4-Dichloro-2,3-dibutanol;

(b) Dissolving the 1,4-dichloro-2,3-dibutanol of formula (I) prepared in step (a) in the second reaction solvent, adding an appropriate organic base, and performing an esterification reaction with acetic anhydride, 1,4-dichloro-2,3-diacetate of formula (II) is obtained;

(c) In the third reaction solvent, the 1,4-dichloro-2,3-diacetate of formula (II) prepared in step (b) is reacted with potassium thioacetate under the catalysis of sodium iodide. Nucleophilic substitution reaction to obtain 1,4-dithioacetyl-2,3-acetate of formula (III);

(d) In the fourth reaction solvent, the 1,4-dithioacetyl-2,3-acetate of formula (III) prepared in step (c) undergoes a hydrolysis reaction with an acidic reagent to obtain the target product formula (IV) ) dithioredoxanol.

The reaction process is shown in route (1):