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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1636521Generated: October 23, 2026

Methane → 7-Phenylacetamido-3-formyl-3-cephem-4-carboxylic acid benzhydrylester

https://huagongshe.com/en/reaction/1636521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantPhenylacetyl chlorideHCID 7679—
ReactantHexaneHCID 8058—
Reactanttrimethylsilyl N-trimethylsilylethanimidateHCID 25248—
Reactant7-Amino-3-formyl-3-cephem-4-carboxylic acidHCID 87203762—
SolventWaterHCID 962—
Product7-Phenylacetamido-3-formyl-3-cephem-4-carboxylic acid benzhydrylesterHCID 131721061—

Reaction Steps

2.28 g of 7-amino-3-formyl-3-cephem-4-carboxylic acid are bisilylated as described in example 19 with 5.4 ml of N,O-bis-(trimethylsilyl)-acetamide, reacted with phenylacetic acid chloride, and then hydrolysed with 0.4 ml of water. The hydrolysed reaction mixture is treated with 1 g of activated charcoal and then filtered. The yellow filtrate is mixed with 20 ml of a 10% solution of diphenyldiazomethane in dichloromethane, and then concentrated to 10 ml in vacuo. The product is precipitated from the residue of evaporation thus obtained by adding 100 ml of n-hexane. 7-phenylacetamido-3-formyl-3-cephem-4-carboxylic acid benzhydrylester is thus obtained as a slightly yellowish product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06034237
Source datasetuspto-grants-2000_03
ORD IDord-db20c17a24f94f15a9c75db0555fc971
Source noteuspto-grants-2000_03