Azetidinone alcohol disulfides and process for cyclization

Details Azetidinone alcohol disulfides and process for cyclization Azetidinone alcohol disulfides and process for cyclization

1980-04-07

1981-10-06

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602454, 2603303, 2603474, 544 92, C07D20508, C07D40312, C07D40314, C07D40514

Patent

active

042934931

ABSTRACT:
Azetidinone alcohol disulfides are synthesized by reduction of the corresponding aldehydes. The azetidinone alcohol disulfides are the substrates for a process which cyclizes these compounds to 1-oxa .beta.-lactam compounds, employing a cyclizing reagent chosen from the class consisting of divalent mercury salts or trivalent phosphine compounds. The 1-oxa .beta.-lactam compounds produced by this process are intermediates in the synthesis of 1-oxa .beta.-lactam antibiotics.

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patent: 4066641 (1978-01-01), Hamashima et al.
patent: 4071513 (1978-01-01), Kim
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Wolfe et al., Can J. Chem. 52, 3996 (1974).
Woodward et al., Chem. Abs. 90, 54804s (1978).
Glaxo, Chem. Abs. 91, 157730q (1979).

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