ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A five-step synthesis of DL-erythro-2-acetamino-octadecan-1,3-diol (IXb) from palmitoic acid was realised. Palmitoic acid was converted into 2-bromo-palmitoylbrornide (11), this, in turn, condensed with ethyl diazoacetate into ethyl 2-diazo-3-oxo-4-bromostearate (IV), which furnished on hydrogenolysis the hydrochloride of ethyl 2-amino-3-oxo-stearate (Vb). - The N-acetyl derivative X of the latter afforded by the action of LiBH, N-acetyl-2-amino-l,3-octadecandiol (IXb) in 26% yield based upon palmitoic acid.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19540370315
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