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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1905105Generated: November 3, 2026

1,1'-(Diazomethylene)bis(benzene) → (6R,7R)-7-amino-3-[(7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-2-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

https://huagongshe.com/reaction/1905105

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(Diazomethylene)bis(benzene)HCID 61230—
Reactant(6R,7R)-7-amino-3-[(7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-2-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 14124717—
SolventAcetoneHCID 180—
Product(6R,7R)-7-amino-3-[(7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-2-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl esterHCID 1412471942.7%

Reaction Steps

To a suspension of the product obtained in Step 1 (4.9 g) in acetone (40 ml) was added diphenyldiazomethane (8.2 g), and the mixture was stirred overnight at room temperature. After filtering off the insoluble matters, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography, giving 2.94 g of the objective compound as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04840945
Source datasetuspto-grants-1989_06
ORD IDord-4c2be8d3947548509a4ab55b5ca316f8
Source noteuspto-grants-1989_06