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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 253566Erstellt: 26. Oktober 2026

Triethylamine → HCID 86761255, Verbindung

https://huagongshe.com/reaction/253566

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonateHCID 5018386—
Edukttert-butyl (2S,3R)-4-(4-cyanobenzylamino)-1-cyclohexyl-3-hydroxybutan-2-ylcarbamateHCID 57786472—
LösungsmittelDichloromethaneHCID 6344—
ProduktHCID 86761255HCID 86761255—

Reaktionsschritte

A solution of tert-butyl (2S,3R)-4-(4-cyanobenzylamino)-1-cyclohexyl-3-hydroxybutan-2-ylcarbamate (600 mg, 1.5 mmol) in CH2Cl2 (30 mL) was treated with Teoc-OSu (762 mg, 3.0 mmol, 2.0 equiv) and Et3N (304 mg, 3.0 mmol, 2.0 equiv). The mixture was allowed to stir overnight at rt. LC-MS analysis showed that all of the free amine had been consumed. The solution was washed with water, 1.0 M aq HCl, and brine, then over dried over Na2SO4, filtered and evaporated to leave tert-butyl (2S,3R)-4-(N-(4-cyanobenzyl)-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)-1-cyclohexyl-3-hydroxybutan-2-ylcarbamate. NMR analysis showed that the compound was of sufficient purity to use in the next step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07872028B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-d89397fea7824675a62bd57ea32c1d75
Quellennotizuspto-grants-2011_01