Triethylamine → HCID 131711053, compound

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Reaction Steps

A solution of p-nitrobenzyl 7-azido-6-methylthio-3-acetoxymethyl-3-methylsulfonyloxy-cepham-4-carboxylate (211 mg., 0.366 mMol) and Et3N (102 μ1., 0.732 mMol) in anhydrous CH2Cl2 (2 ml.) is stirred at room temperature for 35 mins. The solution is washed with H2O (2x), 10% HCl, H2O, and brine, dried with MgSO4, filtered, and evaporated in vacuo to yield p-nitrobenzyl 7-azido-6-methylthio-3-acetoxymethylceph-3-em-4-carboxylate (169 mg.) as an oil: ir (neat) 4.72, 5.59, 5.75, 6.55, and 7.40μ; nmr (CDCl3) 2.08 (s, 3, COCH3, 2.18 (s, 3, SCH3), 3.43, 3.95 (ABq, 2, J=19Hz, SCH2), 4.77 (s, 1, H7) 4.83, 5.17 (ABq, 2, J=14Hz, CH2OAc), 5.38 (s, 2, CH2Ar), and 7.57, 8.23 (ABq, 4, J=8.5Hz, ArH); mass spectrum m/e 479 (M+), 451, 436, 404, 392, 271, 260, 216, 200, and 136.

Provenance & Evidence