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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54784Generated: October 30, 2026

Tetrahydrofuran → 6-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[[tetrahydro-5-(hydroxymethyl)-3-furanyl]thio]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester

https://huagongshe.com/reaction/54784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 18923988HCID 18923988—
ReactantHCID 53880409HCID 53880409—
SolventTriethylamineHCID 8471—
Product6-(1-Hydroxyethyl)-4-methyl-7-oxo-3-[[tetrahydro-5-(hydroxymethyl)-3-furanyl]thio]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl esterHCID 86750328—

Reaction Steps

The title compound is prepared by the procedure of Example 104 using 0.166 g of product from Example 103, 0.0396 g of product from Example 77, 2.3 ml of dry tetrahydrofuran and 0.0413 ml of triethylamine to obtain the crude β-lactam. The subsequent cyclization uses the above product, 1.48 ml of 1M solution in methylene chloride of titanium tetrachloride and 1.6 ml of dry tetrahydrofuran to give 0.053 g of the desired product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05623081
Source datasetuspto-grants-1997_04
ORD IDord-d2b04fdd349543eb9a278e72fb21311e
Source noteuspto-grants-1997_04