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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399839Generated: October 30, 2026

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

https://huagongshe.com/reaction/2399839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMonomethyl sulfateHCID 6412—
ReactantMethyl AcetateHCID 6584—
ReactantTrimethyl borateHCID 8470—
ReactantDimethyl CarbonateHCID 12021—
Reactant7-Aminocephalosporanic acidHCID 441328—
Product7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acidHCID 1283302384%

Reaction Conditions

Temperature20 °C

Reaction Steps

11.9 g of a methanolic solution of methoxysulfonic acid (prepared as described in Preparation 2) and 3.11 g of trimethyl borate were added to a mixture of 25 ml of dimethyl carbonate and 5 ml of methyl acetate. The mixture was cooled to 20° C., and 2.74 g of 7-ACA were added thereto, followed by stirring at 20° C. for 1 hour. After completion of the reaction, the reaction mixture was treated following the procedures described in Example 2. 2.06 g (yield 84%) of the title compound in a highly pure form were produced.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05451675
Source datasetuspto-grants-1995_09
ORD IDord-0d29ef4df8fb45928b1b85d2ac9197d7
Source noteuspto-grants-1995_09