Methoxyacetyl chloride → HCID 90387045, Verbindung

HRID 1397643Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1397643
[CH3:1][O:2][CH2:3][C:4](Cl)=[O:5].[NH2:7][C@H:8]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=2)=[CH:20][CH:19]=1)[CH2:9][C@:10]([CH2:15][OH:16])([CH3:14])[C:11]([OH:13])=[O:12]>C(Cl)Cl.CCN(CC)CC>[Cl:30][C:26]1[CH:25]=[C:24]([C:21]2[CH:20]=[CH:19][C:18]([CH2:17][C@@H:8]([NH:7][C:4](=[O:5])[CH2:3][O:2][CH3:1])[CH2:9][C@:10]([CH2:15][OH:16])([CH3:14])[C:11]([OH:13])=[O:12])=[CH:23][CH:22]=2)[CH:29]=[CH:28][CH:27]=1

Komponenten

5

Edukt 2

HCID 96623Methoxyacetyl chlorideHCID 89964569HCID 89964569, Verbindung

Produkt 1

HCID 90387045HCID 90387045, VerbindungAusbeute 16,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Methoxy-acetyl chloride (7 mg, 30 μmol) was combined with a 0.4 mL solution of 0.075 M of (2S,4R)-4-amino-5-(3′-chlorobiphenyl-4-yl)-2-hydroxymethyl-2-methyl-pentanoic acid (136 mg, 30 μmol) in DCM and Et3N (110 μL). The resulting mixture was stirred for 10 minutes. The solvent was evaporated and the residue was dissolved in AcOH and purified by preparative HPLC to yield the title compound (2.1 mg). MS m/z [M+H]+ calc'd for C22H26ClNO5, 420.15; found 420.2.

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in AcOH
  3. custompurified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-4a3894ef5f364c1fa82923d451826601
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901169B2

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