A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones: The synthesis of almazoles A and B

DOI: 10.1016/S0040-4039(98)01014-4

Source and publish data:

Tetrahedron Letters p. 5405 - 5408 (1998)

Update date:2022-08-02

Topics:

Authors:

Khalafy, Jabbar

Svensson, Carina E.

Prager, Rolf H.

Williams, Craig M.

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Article abstract of DOI:10.1016/S0040-4039(98)01014-4

2-(1-Aminoalkyl)oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol- 5(2H)one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described.

Full text of DOI:10.1016/S0040-4039(98)01014-4

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Product name:ethyl 2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoyl]-3-methyl-5-oxo-2,5-dihydroisoxazole-4-carboxylate

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