Di-tert-butyl dicarbonate → 1,1-dimethylethyl 9-[(phenylmethyl)oxy]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

HRID 1514222Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1514222
[C:1]1([CH2:7][O:8][C:9]2[C:19]3[O:18][CH2:17][CH2:16][NH:15][CH2:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:20](C(OC(C)(C)C)=O)[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=O>C(Cl)Cl>[C:1]1([CH2:7][O:8][C:9]2[C:19]3[O:18][CH2:17][CH2:16][N:15]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:20])[CH2:14][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 90495Di-tert-butyl dicarbonateHCID 594035049-[(Phenylmethyl)oxy]-2,3,4,5-tetrahydro-1,4-benzoxazepine

Produkt 1

HCID 594034471,1-dimethylethyl 9-[(phenylmethyl)oxy]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

9-[(Phenylmethyl)oxy]-2,3,4,5-tetrahydro-1,4-benzoxazepine (Preparation 60) (7.01 g, 27.5 mmol) and BOC2O (7.01 ml, 30.2 mmol) were dissolved in DCM (100 ml) and left at room temperature for one hour then evaporated and biotage chromatographed in 5% EtOAc in hexane to remove excess BOC2O and changing to 15% EtOAc in iso-hexane to elute the title compound (8.25 g) as a white solid. MS (ES): C21H25NO4 requires 355; found 256 [M+H−100]+.

Aufarbeitung

  1. customthen evaporated
  2. custombiotage chromatographed in 5% EtOAc in hexane
  3. customto remove excess BOC2O
  4. washto elute the title compound (8.25 g) as a white solid

Quellen und Nachweise

ORD-Eintrag
ord-5f2dff7c2db74f0dab078b66c526f37e
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222245B2

Notizen zur Reaktion

Wird geladen…