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Approach to the Pseudodisaccharides Present in (Oxy)apramycin. Synthesis of a 4-O-Amino-octodiosyl-2-deoxystreptamine from Paromamine

DOI: 10.1039/c39830000926

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 926 - 928 (1983)

Update date:2022-08-05

Topics:

Authors:

Martin, Olivier R.Martin, Olivier R.

Szarek, Walter A.Szarek, Walter A.

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Article abstract of DOI:10.1039/c39830000926

The synthesis of an N-protected 2'-amino-2'-deoxy-1'-O-(2-deoxystreptamin-4-yl)-α-D-threo-D-gluco-octo-1',5':4',8'-dipyranose in nine steps from paromamine is described; the key steps are the conversion of paromamine into a protected octuronic acid derivative, followed by its 8',4'-lactonization upon removal of the O-protecting groups, and partial reduction of the resulting 'trans-decalone-like' lactone.

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Product name:E-ethyl <(1-N-5,6-di-O-benzoyl-2-deoxy-1,3-di-N-p-tolylsulfonylstreptamin-4-yl) 3,4-di-O-benzoyl-2,6,7-trideoxy-2-p-tolylsulfonamido-α-D-gluco-oct-6-enopyranosid>uronate

Cas No:88897-28-3

88897-28-3

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