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Generated: February 25, 2018

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Title: 3-Sulfonate ester of 2,3-dihydroxypropylamine
Abstract:Preparation of an optically active alkamine in the sinister configuration, or a derivative of said alkamine, which is reacted with an 3-X-4-chloro(or RO- where R is hydrogen or an alkali metal)-1,2,5-thiadiazole to prepare S-3-X-4-(3-substituted amino-2-hydroxypropoxy)-1,2,5-thiadiazole beta adrenergic blocking agents. Novel 3-morpholino-4-chloro(or RO-)-1,2,5-thiadiazoles and their preparation also are described.
Inventor(s): Weinstock; Leonard M. (Belle Mead, NJ), Tull; Roger J. (Metuchen, NJ), Mulvey; Dennis M. (Milford, NJ)
Assignee: Merck & Co., Inc. (Rahway, NJ)
Filing Date:Oct 24, 1975
Application Number:05/625,616
Claims:1. An optically active glycolamine in the sinister configuration substantially completely free from the rectus isomer having the structure ##STR7## wherein R.sup.3 is lower alkylsulfonyl, benzenesulfonyl or mono- to tri-substituted benzenesulfonyl wherein the substituents are similar or dissimilar and are lower alkyl, lower alkoxy, halo, amino or nitro; Am is the amino group or monoloweralkyl-substituted amino.

2. An optically active glycolamine in the sinister configuration substantially completely free from the rectus isomer having the structure ##STR8## wherein R.sup.3 is lower alkylsulfonyl, benzenesulfonyl or mono- to tri-substituted benzenesulfonyl wherein the substituents are similar or dissimilar and are lower alkyl, lower alkoxy, halo, amino or nitro; and Y is a straight or branched chain lower alkyl.

3. ##STR9## substantially completely free from contamination with its rectus isomer wherein R.sup. 3 is lower alkylsulfonyl, benzenesulfonyl or mono- to tri-substituted benzenesulfonyl wherein the substituents are similar or dissimilar and are lower alkyl, lower alkoxy, halo, amino or nitro; and Y is branched chain lower alkyl.

4. S(-)-1-toluenesulfonyloxy-2-hydroxy-3-tertbutylaminopropane substantially completely free from contamination with its rectus isomer.
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