Abstract (RS)‐3‐(2‐Chloroethyl)‐β‐sultam (6) is obtained from methyl 4‐bromocrotonate (1) by a five step synthesis. The analogous (R)‐3‐chloromethyl‐β‐sultam (12) is available from (R)‐benzylcysteinol (9). While the chlorine in 6 is replaced easily by iodine yielding 7, the analogous reaction with 12 fails. The 3‐(hydroxyethyl/methyl) substituted β‐sultams 17 and 21 are prepared by similar routes. All structures are established by spectroscopic.
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Schwenkkraus et al. (1993) studied this question.
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