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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451304Generated: October 30, 2026

1,2-Dichloroethane → HCID 86659588, compound

https://huagongshe.com/reaction/451304

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(R)-(+)-1-Boc-3-aminopyrrolidineHCID 854070—
Reactant(2S,5R)-6-(Benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acidHCID 57389355—
SolventDichloromethaneHCID 6344—
ProductHCID 86659588HCID 86659588—

Reaction Steps

To a solution of (2S,5R)-6-(phenylmethoxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxylic acid (53 mg, 0.192 mmol) in dry dichloromethane (2 mL) was added a solution of tert-butyl (3R)-3-aminopyrrolidine-1-carboxylate (55 mg, 0.288 mmol), triethylamine (0.061 mL, 0.441 mmol), HOBT (44.1 mg, 0.288 mmol), and EDC (55.2 mg, 0.288 mmol) sequentially at room temperature under nitrogen. The reaction was stirred at room temperature for six hours. The reaction mixture was concentrated under vacuum and the residue was purified by HPLC on a 30×100 mm Waters Sunfire column eluted with 15% to 100% CH3CN+0.05% TFA/water+0.05% TFA over 15 minutes to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487093B2
Source datasetuspto-grants-2013_07
ORD IDord-be914ea68ad44b11b151dc1528ff266c
Source noteuspto-grants-2013_07