Abstract

The synthesis of (2S,3S)-(-)-2,3-dimethoxy-1,4-butanediamine to be employed in the preparation of stereoregular polyamides 4,n containing two chiral carbons in the diamine repeating unit has been carried out by using L-tartaric acid as a raw material. Polycondensation in a chloroform solution of this diamine activated as the N,N'-bis(trimethylsilyl) derivative with pentachlorophenyl esters of even aliphatic diacids ranging from 4 to 12 carbons afforded the title polyamides with DP n in the range 20-100 depending upon the value of n. These highly crystalline polyamides melted in the range 150-190°C, had a pronounced affinity to water and exhibited moderate optical activity

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