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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660678Generated: October 29, 2026

Pentylamine → (S)-2-Benzenesulfonylamino-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-N-pentylpropionamide

https://huagongshe.com/reaction/660678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPentylamineHCID 8060—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant(S)-2-Benzenesulfonylamino-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic AcidHCID 68838051—
SolventDichloromethaneHCID 6344—
Product(S)-2-Benzenesulfonylamino-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-N-pentylpropionamideHCID 68842520—

Reaction Steps

To a solution of (S)-2-benzenesulfonylamino-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic acid (70 mg, 0.108 mmol) in methylene chloride (3 mL) is added EDCl (31 mg, 0.162 mmol) and the solution is stirred at RT for 3 min. To this is added n-pentylamine (10 mg, 0.119 mmol) and the mixture is stirred at RT for 18 h. The solvent is removed under reduced pressure and the residue purified by flash chromatography using a gradient of 0-100% EtOAc/hexane as eluent to give the title compound: (M−1)−=713.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-5985a4f697604a9699cf628cc38066df
Source noteuspto-grants-2011_12