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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052909Generated: November 1, 2026

Diisopropylethylamine → (2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester

https://huagongshe.com/reaction/1052909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl esterHCID 67969425—
ReactantHCID 178524642HCID 178524642—
SolventDimethylformamideHCID 6228—
Product(2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl esterHCID 6796940098%

Reaction Steps

(2R,4R)-4-amino-5-biphenyl-4-yl-2-hydroxypentanoic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester (100 mg, 0.3 mmol, 1.0 eq.) and 3-hydroxyisoxazole-5-carboxylic acid (50.5 mg, 391 μmol, 1.5 eq.) were combined in DMF (5 mL) and the resulting mixture was stirred for 2 minutes. DIPEA was added and the resulting mixture was stirred for 1 hour. The material was dried under vacuum then purified using reverse phase chromatography to yield the title compound (40 mg, 98% purity). MS m/z [M+H]+ calc'd for C26H24N2O9, 509.15. found 509.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388145B2
Source datasetuspto-grants-2016_07
ORD IDord-24f638933f244ea1aa9fc025f1fe756d
Source noteuspto-grants-2016_07