Sodium hydride → 1-t-Butoxycarbonylmethyl-3-azido-8-methylperhydroazocin-2-one

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Reaction Steps

React 5.65 g of this azide with 7.9 g t-butyl iodoacetate and 0.82 g sodium hydride as described in Example 1 to obtain 1-t-butoxycarbonylmethyl-3-azido-8-methylperhydroazocin-2-one, which can be purified by chromatography over silica gel. NMR (CCl4, TMS): δ 1.0-2.2 (m); δ 1.3 (d); δ 1.45 (s); δ 3.45 (d, J=16h3); δ 3.95 (d, J-16h3); δ 4.3-5.1 (m).

Provenance & Evidence