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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399837Generated: November 2, 2026

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

https://huagongshe.com/reaction/2399837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMonomethyl sulfateHCID 6412—
ReactantTrimethyl borateHCID 8470—
Reactant7-Aminocephalosporanic acidHCID 441328—
SolventDimethyladipateHCID 12329—
Product7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acidHCID 1283302384%

Reaction Conditions

Temperature15 °C

Reaction Steps

17.9 g of a methanolic solution of methoxysulfonic acid (prepared as described in Preparation 4) and 1.04 g of trimethyl borate were added to 20 ml of dimethyl adipate. The mixture was cooled to 15° C. and 2.74 g of 7-ACA were added thereto, followed by stirring at 15° C. for 1.5 hours. After completion of the reaction, the reaction mixture was treated following the procedures described in Example 2 to give 2.06 g (yield 84%) of the desired compound with a high purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05451675
Source datasetuspto-grants-1995_09
ORD IDord-1dde67d2bbf74201a1cd8c080c8a2bad
Source noteuspto-grants-1995_09