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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844801Generated: October 30, 2026

Triethylamine → 5-((1,1'-Biphenyl)-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid, (2S,4R)-

https://huagongshe.com/reaction/1844801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHCID 86637608HCID 86637608—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventIsopropyl AcetateHCID 7915—
Product5-((1,1'-Biphenyl)-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid, (2S,4R)-HCID 68820062—

Reaction Steps

To a suspension of (E)-(S)-5-biphenyl-4-yl-4-tert-butoxycarbonylamino-2-methylpent-2-enoic acid 3(ii-b) (10 g, 26.2 mmol) and triethylamine (3.6 ml, 26.2 mmol) in isopropyl acetate is added palladium on carbon (1 g, 10% loading). Hydrogen atmosphere is then applied for 5 h. Upon filtering off the catalyst, the solvent is removed in vacuo to give the title compound {3(i-d): 3(i-c) 80:20 ratio; 3(i-d): 3(i-c) 99.9:0.1 ratio upon recrystallization; as determined by HPLC analysis}.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946481B2
Source datasetuspto-grants-2015_02
ORD IDord-be87393a93de4e7eb6e7263ea4a6f310
Source noteuspto-grants-2015_02