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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448645Generated: October 25, 2026

Diisopropylethylamine → HCID 178462373, compound

https://huagongshe.com/reaction/448645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Carboxy-1,2,3-triazoleHCID 140120—
ReactantO-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphateHCID 42624899—
Reactant(2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid 1-cyclohexyloxycarbonyloxy-ethyl esterHCID 68181297—
SolventDimethylformamideHCID 6228—
ProductHCID 178462373HCID 178462373—

Reaction Steps

1,2,3-Triazole-4-carboxylic acid (45.2 mg, 400 μmol), DIPEA (209 μL, 1.2 mmol) and HCTU (165 mg, 400 μmol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid 1-cyclohexyloxycarbonyloxy-ethyl ester (193 mg, 400 μmol). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The products were purified and separated by preparative HPLC, then lyophilized to yield to yield compound ZC (20 mg; purity 95%), MS m/z [M+H]+ calc'd for C31H38N4O2, 579.27. found 579.6, and compound ZD (15 mg; purity 95%), MS m/z [M+H]+ calc'd for C31H38N4O2, 579.27. found 579.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481044B2
Source datasetuspto-grants-2013_07
ORD IDord-a3ada0ca3b344b7d965df2966acba247
Source noteuspto-grants-2013_07