Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186663Generated: October 26, 2026

Triethylamine → (1S,2S)-2-(9-carboxynonanoyl)amino-3-morpholino-1-phenyl-1-propanol

https://huagongshe.com/reaction/2186663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantOxacycloundecane-2,11-dioneHCID 75712—
Reactant(1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanolHCID 10513992—
SolventDichloromethaneHCID 6344—
Product(1S,2S)-2-(9-carboxynonanoyl)amino-3-morpholino-1-phenyl-1-propanolHCID 6982157830.4%

Reaction Steps

Methylene chloride (10 ml), triethylamine (190 μl, 1.37 mmol) and sebacic anhydride (292.4 mg, 1.59 mmol) were added to (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol (316.2 mg, 1.34 mmol), followed by stirring for 5 hours. Then, the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform:methanol=20:1 and chloroform:methanol=9:1) to obtain the title compound (171.1 mg, yield 30.4%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06407064B2
Source datasetuspto-grants-2002_06
ORD IDord-84472d4333884cdd92094531e587bd0a
Source noteuspto-grants-2002_06