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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1863468Generated: November 1, 2026

2,4,5-Trichlorophenol → t-Butoxycarbonyl-glycyl-glycine-2,4,5-Trichlorophenyl Ester

https://huagongshe.com/reaction/1863468

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4,5-TrichlorophenolHCID 7271—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-HydroxysuccinimideHCID 80170—
Reactant2-(2-{[(Tert-butoxy)carbonyl]amino}acetamido)acetic acidHCID 333466—
SolventDimethylformamideHCID 6228—
Productt-Butoxycarbonyl-glycyl-glycine-2,4,5-Trichlorophenyl EsterHCID 54236985—

Reaction Steps

Dissolve 2.5 g. of t-butoxycarbonyl-glycyl-glycine in dimethylformamide (20 ml.) containing 2,4,5-trichlorophenol (2.13 g.) and N-hydroxysuccinimide (1.4 g.) . Cool the solution in an ice bath and stir while adding dicyclohexylcarbodiimide (2.44 g.) in dimethylformamide (5 ml.). Allow the reaction mixture to stand at room temperature for 48 hours, filter the reaction mixture and evaporate the filtrate to dryness under reduced pressure. Chromatograh the residue on silica gel (150 g.). The desired product is eluted with 20% ethyl acetate/chloroform and crystallized from ether-hexane (m.p. 90°-91° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04169141
Source datasetuspto-grants-1979_09
ORD IDord-d64d82f187924feba5b56358f4884c95
Source noteuspto-grants-1979_09