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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411389Generated: October 27, 2026

3,5-Difluoromandelic acid → 3-[N'-(3,5-Difluorophenyl-a-hydroxyacetyl)-L-alaninyl]amino-2,4-dioxo-1,5-bis-methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

https://huagongshe.com/reaction/411389

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Difluoromandelic acidHCID 588648—
Reactant3-(L-alaninyl)-amino-2,4-dioxo-1,5-bis-methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochlorideHCID 69033234—
Product3-[N'-(3,5-Difluorophenyl-a-hydroxyacetyl)-L-alaninyl]amino-2,4-dioxo-1,5-bis-methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepineHCID 22984128—

Reaction Steps

Following General Procedure I above using 3,5-difluoromandelic acid (Lancaster) and the product from Example 8-R, the title compound was prepared as an amorphous white solid. Purification was by L.C. 2000 eluting with straight EtOAc then flash chromatography eluting with CH2Cl2/Acetone (4:1 gradient to 3: 1). Rf=0.39 and 0.34 (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559141B2
Source datasetuspto-grants-2003_05
ORD IDord-465dbd53778943439c0e4c6ec126fb45
Source noteuspto-grants-2003_05