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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 526948Erstellt: 25. Oktober 2026

Methyl chloroformate → Methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate

https://huagongshe.com/reaction/526948

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl chloroformateHCID 6586—
EduktTriethylamineHCID 8471—
EduktBenzyl ((1S,3R)-3-aminocyclohexyl)carbamateHCID 69756715—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktMethyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamateHCID 68007620—

Reaktionsschritte

Benzyl N-[(1S,3R)-3-aminocyclohexyl]carbamate, 18e, (0.99 g, 3.99 mmol) was dissolved in THF (20 mL) and treated with methyl chloroformate (0.62 mL, 7.97 mmol), followed by triethylamine (1.67 mL, 11.96 mmol). After stirring for 1 hour at room temperature, the solvent was evaporated under reduced pressure and the residue was diluted into 1:3 mixture of CH2Cl2:EtOAc (130 mL) and washed with 1N HCl (50 mL) and 2N Na2CO3 (50 mL). The organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford the desired product, 19a, as a white solid (1.09 g, 89% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09345708B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-55bcb3c49562482bb9f7303c3618d05e
Quellennotizuspto-grants-2016_05