3-Bromo-1-propanol → N-(N-(3,5-Difluorophenylacetyl)-L-alaninyl]-L-phenylalanine 3-Bromopropyl Ester

HRID 983275

Reaktionsgleichung

Reaktionsgleichung von HRID 983275
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([NH:17][C@H:18]([C:26]([OH:28])=[O:27])[CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:16])[CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.[Br:29][CH2:30][CH2:31][CH2:32]O>>[Br:29][CH2:30][CH2:31][CH2:32][O:27][C:26](=[O:28])[C@H:18]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH:17][C:15](=[O:16])[C@H:13]([CH3:14])[NH:12][C:10](=[O:11])[CH2:9][C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[C:6]([F:8])[CH:5]=1

Komponenten

3

Edukt 2

HCID 123083-Bromo-1-propanolHCID 22895006N-(N-(3,5-difluorophenylacetyl)-L-alaninyl]-L-phenylalanine

Produkt 1

HCID 10118398N-(N-(3,5-Difluorophenylacetyl)-L-alaninyl]-L-phenylalanine 3-Bromopropyl Ester

Versuchsvorschrift

Following General Procedure B and using N-[N-(3,5-difluorophenylacetyl)-L-alaninyl]-L-phenylalanine (prepared by coupling N-(3,5-difluorophenylacetyl)-L-alanine (from Example B2 above) and L-phenylalanine (Aldrich) using General Procedure B) and 3-bromo-1-propanol (Aldrich), the title compound was prepared as a solid (mp=138-142° C.). The reaction was monitored by tlc (Rf=0.75 in 60% EtOAc/hexanes) and the product was purified by flash column chromatography using 60% EtOAc/hexanes as the eluent.

Aufarbeitung

  1. customthe product was purified by flash column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f3b6b3650c6742a0b9a05eab167ad0f0
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06861558B2

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