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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 322555Generated: October 30, 2026

Phenylmethanesulfonyl chloride → HCID 178427609, compound

https://huagongshe.com/reaction/322555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylmethanesulfonyl chlorideHCID 74740—
ReactantD-Arg(Tos)-Gly-OBnHCID 178427563—
SolventDimethylformamideHCID 6228—
ProductHCID 178427609HCID 17842760930%

Reaction Conditions

Temperature25 °C

Reaction Steps

The oily residue of the compound of Example 9 was dissolved in 5 mL of DMF, cooled to 0° C. and neutralized with 1 mL of TEA. To the solution was added BnSO2Cl (397 mg, 2.0 mmol) and the solution was stirred at 0° C. for 3 h and 25° C. for 3 h. DMF was removed and residue was dissolved in 100 mL of EtOAc and 20 mL of water. The organic layer was separated, washed with sat. NaHCO3 (10 mL), water (10 mL), 1 N HCl (10 mL) and sat. NaCl (3×10 mL), dried with MgSO4, filtered and evaporated. The solid residue was purified by column chromatography on silica gel (EtOAc) to give the title compound (328 mg, 30% yield) as a powder. ES—MS (M+H)+630.5

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211154B1
Source datasetuspto-grants-2001_04
ORD IDord-e050614b040640349f0c8e7361ec9e4a
Source noteuspto-grants-2001_04