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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399842Generated: November 3, 2026

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

https://huagongshe.com/reaction/2399842

Reaction equation

Participants

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

Reaction Conditions

Temperature-5 °C

Reaction Steps

15.80 g of trimethyl borate were added to 17.9 g of a methanolic solution of methoxysulfonic acid (prepared as described in Preparation 2). The mixture was cooled to -5° C., and 2.74 g of 7-ACA were added thereto, followed by stirring at -5° C. for 5 hours. 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 in a highly pure form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05451675
Source datasetuspto-grants-1995_09
ORD IDord-01639b0eca114721be405f89f0a35241
Source noteuspto-grants-1995_09