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ChemicalBook CAS DataBase List H-NLE-OME HCL
3844-54-0

H-NLE-OME HCL synthesis

6synthesis methods
-

Yield:-

Reaction Conditions:

with nitrogen in ethanol

Steps:

24.a (a)
(a) (S)-2-[[(4-Methylphenyl)sulfonyl]amino]-1-hexanol, 4-methylbenzenesulfonate ester A suspension of L-norleucine (6.5 g., 49.5 mmole) in absolute ethanol (70 ml.) is cooled to 0° (ice bath) and saturated with HCl gas. The mixture is allowed to warm to room temperature and stirred overnight. A stream of nitrogen is then passed through the solution to remove the bulk of the HCl and the mixture is evaporated to dryness. The solid residue is triturated with isopropyl ether, filtered, and dried to give 9.10 g. of L-norleucine, methyl ester, monohydrochloride as a fluffy white solid; m.p. 131°-132°; [α]D =+15.4° (c=1.10, methanol). TLC (silica gel; methylene chloride:acetic acid:methanol, 8:1:1) Rf =0.51.

References:

E. R. Squibb & Sons, Inc. US4849414, 1989, A

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