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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399846Generated: November 2, 2026

Monomethyl sulfate → 7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/2399846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMonomethyl sulfateHCID 6412—
ReactantDimethoxymethaneHCID 8020—
ReactantDimethyl CarbonateHCID 12021—
Reactant7-Aminocephalosporanic acidHCID 441328—
SolventMethanolHCID 887—
Product7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acidHCID 1283302382%

Reaction Conditions

Temperature10 °C

Reaction Steps

20.28 g of a methanolic solution of methoxysulfonic acid (prepared as described in Preparation 2), 1.77 g of methanol and 2.30 g of methylal (prepared as described in Preparation 5) were added to 30 ml of dimethyl carbonate. The mixture was cooled to 10° C., and 2.74 g of 7-ACA were added thereto, followed by stirring at 10° C. for 1 hour. After completion of the reaction, the reaction mixture was treated following the procedures described in Example 2 to give 2.01 g (yield 82%) of the desired compound at a high purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05451675
Source datasetuspto-grants-1995_09
ORD IDord-919542e266ce4fef9af84aa89e666368
Source noteuspto-grants-1995_09