A practical synthesis of the dihydroxyethylene dipeptide isostere, (2S, 3R, 4S) 2-[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane, from D-isoascorbic acid

DOI: 10.1016/S0040-4039(00)91679-4

Source and publish data:

Tetrahedron Letters p. 1581 - 1584 (1992)

Update date:2022-07-30

Topics: Synthesis Experimental Cyclohexyl Isostere Tert-Butyloxycarbonyl

Authors:

Baker, William R.

Condon, Stephen L.

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Article abstract of DOI:10.1016/S0040-4039(00)91679-4

The N-Boc dihydroxyethylene dipeptide isostere 7 and its N-Boc 3-(thiazol-4-yl)alanyl derivative 8 were synthesized, without purification of intermediates, from (4S,5R)-2,2-dimethyl-4-(2-methylpropyl)-5-hydroxymethyl-1,3-dioxolane (3b), in 24 and 32% over

Full text of DOI:10.1016/S0040-4039(00)91679-4

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Product name:N-(tert-butoxycarbonyl)-4-thiazolylalaninyl amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

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