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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773096Generated: November 2, 2026

Benzenesulfonamide → HCID 71179013, compound

https://huagongshe.com/reaction/1773096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonamideHCID 7370—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantL-Glutamic acid, N-((1,1-dimethylethoxy)carbonyl)-, 5-(phenylmethyl) esterHCID 83589—
ReactantHCID 178418361HCID 178418361—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 71179013HCID 71179013—

Reaction Steps

1.7 g (5.0 mmol) of Boc-Glu (OBzl)-OH, 1.03 g (5.0 mmol) of dicyclohexylcarbodiimide and 611 mg (5.0 mmol) of 4-(dimethylamino)pyridine were suspended in 20 ml of methylene chloride, to which 866 mg (5.0 mmol) of benzenesulfonamide was added. Following agitation at room temperature overnight, extraction was performed with ethyl acetate/1N hydrochloric acid. The organic layer was washed with saturated saline and then added with sodium sulfate for drying. The organic layer was subjected to vacuum condensation. To the resulting residue, 100 mg of 10% Pd/C and 20 ml of methanol were added and stirred overnight in a hydrogen atmosphere under a normal pressure. After filtrating the catalyst away, the solvent was distilled away and purification step A was used to obtain a crude product of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09253997B2
Source datasetuspto-grants-2016_02
ORD IDord-2a5f4fec1ce545218cd7cdfe48f70163
Source noteuspto-grants-2016_02