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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966126Generated: October 31, 2026

Water → HCID 86675028, compound

https://huagongshe.com/reaction/1966126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantIsobutyryl chlorideHCID 62325—
ReactantMethyl (S)-3-tert-butoxycarbonylamino-2-piperazin-1-ylpropanoateHCID 86675027—
SolventDichloromethaneHCID 6344—
ProductHCID 86675028HCID 8667502881.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.2 ml (8.3 mmol) of triethylamine and then 0.8 ml (7.6 mmol) of isobutyryl chloride are added to a solution of 2.0 g (6.9 mmol) of methyl (S)-3-tert-butoxycarbonylamino-2-piperazin-1-ylpropanoate in 20 ml of dichloromethane, cooled beforehand to 0° C. After stirring at ambient temperature for 1 h 30, water is added. The reaction medium is extracted with dichloromethane. The organic phase is washed with water, dried over magnesium sulfate, filtered and concentrated under vacuum. The crude residue obtained is purified by chromatography on silica gel, elution being carried out with a 50/50 heptane/ethyl acetate mixture. 2.0 g (81%) of methyl (S)-3-tert-butoxycarbonylamino-2-(4-isobutyryl-piperazin-1-yl)propanoate are obtained in the form of a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420632B2
Source datasetuspto-grants-2013_04
ORD IDord-5430d820eb3442ceba3f71ba48b8197d
Source noteuspto-grants-2013_04