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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399838Generated: November 2, 2026

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

https://huagongshe.com/reaction/2399838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMonomethyl sulfateHCID 6412—
ReactantTrimethyl borateHCID 8470—
Reactant7-Aminocephalosporanic acidHCID 441328—
SolventDimethyl maleateHCID 5271565—
Product7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acidHCID 1283302383%

Reaction Conditions

Temperature25 °C

Reaction Steps

11.30 g of a methanolic solution of methoxysulfonic acid (prepared as described in Preparation 1) and 3.11 g of trimethyl borate were added to 30 ml of dimethyl maleate. The mixture was cooled to 25° C., and 2.74 g of 7-ACA were added thereto, followed by stirring at 25° C. for 1 hour. After completion of the reaction, the reaction mixture was treated following the procedures described in Example 2 to give 2.04 g (yield 83%) 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-dce03295dba04b2dbd0664b6c26b70b6
Source noteuspto-grants-1995_09