Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1965166Generated: October 29, 2026

Methanesulfonyl chloride → N-[1-(4-Methanesulfonyl-6-phenoxy-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl)-2-methyl-propyl]-2-methylamino-propionamide

https://huagongshe.com/reaction/1965166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl-{1-[2-methyl-1-(6-phenoxy-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl)-propylcarbamoyl]-ethyl}-carbamic acid benzyl esterHCID 67608270—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-[1-(4-Methanesulfonyl-6-phenoxy-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl)-2-methyl-propyl]-2-methylamino-propionamideHCID 67517487—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution containing 18 (150 mg, 0.28 mmol) in DCM (3 mL) was cooled to 0° C. DIPEA (74 mg, 0.57 mmol) and DMAP (4 mg, 0.03 mmol) were added followed by the addition of MsCl (36 mg, 0.32 mmol). After 1 h, the reaction mixture was warmed to ambient temperature, diluted with DCM, washed successively with 1M HCl and brine, dried over anhydrous Na2SO4, filtered, and concentrated to afford the crude sulfonamide which was used without further purification. Mass spectrum, m/z [601] (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415486B2
Source datasetuspto-grants-2013_04
ORD IDord-a421510577d14b70bbde42bd02d89089
Source noteuspto-grants-2013_04