Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 21070238, Verbindung

HRID 1371541

Reaktionsgleichung

Reaktionsgleichung von HRID 1371541
[C:1]([NH:8][C@H:9]([C:19]([OH:21])=O)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CN([C:25]([O:29][N:30]1N=NC2C=CC=C[C:31]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.Cl.CNOC>C(Cl)Cl>[C:1]([NH:8][CH:9]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]#[N:18])=[CH:15][CH:16]=1)[C:19]([N:30]([O:29][CH3:25])[CH3:31])=[O:21])([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2]

Komponenten

6

Edukt 4

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 7020841N-(tert-Butoxycarbonyl)-4-cyano-L-phenylalanine

Produkt 1

HCID 21070238HCID 21070238, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2 g of (N-Boc)-4-cyanophenylalanine, 2.32 g of TBTU, 2.40 ml of DIPEA and 806 mg of N,O-dimethylhydroxylamine hydrochloride are mixed together in 30 ml of DCM. After stirring for 24 hours at RT, the reaction mixture is concentrated to dryness and the residue is then extracted with EtOAc. The organic phase is washed with a pH 2 buffer solution, a saturated NaHCO3 solution and then a saturated NaCl solution. The expected compound crystallizes from a mixture of isopropyl ether and pentane (1.89 g).

Aufarbeitung

  1. concentrationthe reaction mixture is concentrated to dryness
  2. extractionthe residue is then extracted with EtOAc
  3. washThe organic phase is washed with a pH 2 buffer solution
  4. customThe expected compound crystallizes from a mixture of isopropyl ether and pentane (1.89 g)

Quellen und Nachweise

ORD-Eintrag
ord-90a6d7c751cc4148b1a4a3cdbb4e6014
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07157454B2

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