2,2-Dimethyl-3R-carboxy-6S- acylamido-1-oxa-4-aza-5R-bicyclo[3,2

Details 2,2-Dimethyl-3R-carboxy-6S- acylamido-1-oxa-4-aza-5R-bicyclo[3,2 2,2-Dimethyl-3R-carboxy-6S- acylamido-1-oxa-4-aza-5R-bicyclo[3,2

1974-08-26

1977-04-19

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26029358, 260295K, 260239A, 2602391, 2602472A, 2602564Q, 260268BC, C07D26352

Patent

active

040187829

ABSTRACT:
The title compounds, which can casually be called 1-oxapenicillins, are produced by total synthesis. Thus 1-oxabenzylpenicillin is produced either by phenylacetylation of 2,2-dimethyl-3R-carboxy-6S-amino-1-oxa-4-aza-5R-bicyclo[3,2,0]heptan-7-one or by hydrolysis and rearrangement of 2-benzyl-6-(1'-methoxycarbonyl-2'-methylprop-1'-enyl)-1-oxa-3,6-diaza-4S, 5R-bicyclo[3,2,0]hept-2-en-7-one.

REFERENCES:
patent: 3950352 (1976-04-01), Wolfe
Wagner et al., "Synthetic Organic Chemistry", Wiley and Sons (1953), pp. 566-567.

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