tert-Butyl carbonate → tert-Butyl(trans)-2-[4-(benzyloxy)phenyl]cyclopropylcarbamate

HRID 882342

Reaktionsgleichung

Reaktionsgleichung von HRID 882342
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]2[CH2:17][C@H:16]2[NH2:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19](=O)([O-:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22]>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C@@H:15]2[CH2:17][C@H:16]2[NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 4613278tert-Butyl carbonateHCID 51888238(1R,2S)-2-(4-(Benzyloxy)phenyl)cyclopropan-1-amine

Produkt 1

HCID 15480693tert-Butyl(trans)-2-[4-(benzyloxy)phenyl]cyclopropylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

200 mg of intermediate x (trans)-2-[4-(benzyloxy)phenyl]cyclopropanamine were dissolved in pyridine (5 mL) and tertbutyl carbonate (200 mg) was then added. The mixture was stirred at room temperature for 12 h, the poured into ice-water. The desired compound was filtered and dried. 1H-NMR (MeOH, 250 MHz, δ): 7.45-7.27 (m, 5H, ArH); 6.96 (d, 8.5 Hz, 2H, ArH); 6.86 (d, J=8.5 Hz, 2H, ArH); 5.03 (s, 2H, CH2); 2.41-2.34 (m, 1H, CH); 1.86-1.76 (m, 10H, CH); 0.98-0.85 (m, 2H, CH2).

Aufarbeitung

  1. filtrationThe desired compound was filtered
  2. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4444cf5e1a754783ac326ddbc6f7ec25
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993808B2

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