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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399844Generated: November 1, 2026

Methanol → 7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/2399844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMonomethyl sulfateHCID 6412—
ReactantTrimethyl borateHCID 8470—
Reactant7-Aminocephalosporanic acidHCID 441328—
SolventHexaneHCID 8058—
Solvent1,4-DioxaneHCID 31275—
Product7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acidHCID 1283302386%

Reaction Conditions

Temperature-15 °C

Reaction Steps

20.28 g of a methanolic solution of methoxysulfonic acid (prepared as described in Preparation 2), 2.20 g of trimethyl borate and 1.15 g of methanol were added to 3.5 ml of dioxane. The mixture was cooled to -15° C., and a suspended slurry of 2.74 g of 7-ACA in 15 ml of hexane were added thereto, followed by stirring at -6° C. for 5 hours. After completion of the reaction, the reaction mixture was treated following the procedures described in Example 2 to give 2.11 g (yield 86%) 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-76b2ab2af94a4f63bf7886483147ec41
Source noteuspto-grants-1995_09