3-(1-Chloroethyl)benzamide → HCID 86622914, Verbindung

HRID 550754Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 550754
[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@H:11]([CH2:14][CH:15]([CH3:17])[CH3:16])[CH2:12][OH:13])=[N:8][C:7]([SH:18])=[N:6][C:5]=2[N:19]=1.Cl[CH:21]([C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26]([NH2:28])=[O:27])[CH3:22]>>[NH2:1][C:2]1[S:3][C:4]2[C:9]([NH:10][C@@H:11]([CH2:12][OH:13])[CH2:14][CH:15]([CH3:16])[CH3:17])=[N:8][C:7]([S:18][C@@H:21]([C:23]3[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=3)[C:26]([NH2:28])=[O:27])[CH3:22])=[N:6][C:5]=2[N:19]=1

Komponenten

3

Edukt 2

HCID 666233683-(1-Chloroethyl)benzamideHCID 178445911HCID 178445911, Verbindung

Produkt 1

HCID 86622914HCID 86622914, VerbindungAusbeute 13 %

Versuchsvorschrift

The title compound was synthesized as a mixture of two diastereomers by general method A from the reaction of (2R)-2-[(2-amino-5-mercapto[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol (30 mg, 100 μmol) with 3-(1-chloroethyl)benzamide (20 mg, 100 μmol). Separation of the mixture by preparative HPLC gave a single diastereomer (6 mg, 13% yield) as an oil.

Aufarbeitung

  1. customSeparation of the mixture by preparative HPLC
  2. customgave a single diastereomer (6 mg, 13% yield) as an oil

Quellen und Nachweise

ORD-Eintrag
ord-525a47f2634440aa954ec04ffa7b8077
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07947693B2

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