Reacción #83062

Ecuación de reacción

product

β-Bromo-1-[(1,1-Dimethylethyl)dimethylsilyl]-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]gamma-methyl-α,4-dioxo-2-azetidinebutanoic acid (4-nitrophenyl)methyl ester

product

Tetrahydro-4-mercapto-2-furanmethanol

tetrahydrofuran

→

title compound

6-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[[tetrahydro-5-(hydroxymethyl)-3-furanyl]thio]-1-azabicyclo[3.2.0]-hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester

Disolventes

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto obtain the crude β-lactam

Procedimiento

The title compound is prepared by the procedure of Example 104 using 0.166 g of product from Example 103, 0.0396 g of product from Example 77, 2.3 ml of dry tetrahydrofuran and 0.0413 ml of triethylamine to obtain the crude β-lactam. The subsequent cyclization uses the above product, 1.48 ml of 1M solution in methylene chloride of titanium tetrachloride and 1.6 ml of dry tetrahydrofuran to give 0.053 g of the desired product as a white solid.

Fuente