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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032185Generated: November 1, 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/1032185

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 numberUS04956474
Source datasetuspto-grants-1990_09
ORD IDord-faf22afe8a1e482fb6f119d052c76849
Source noteuspto-grants-1990_09