5-[4'-(Azidomethyl)[1,1'-biphenyl]-2-yl]-1-(triphenylmethyl)-1H-tetrazole → 2-[4-(Benzyloxy)phenyl]-5-n-butyl-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]-methyl]-3H-1,2,4-triazol-3-one

HRID 36235

Reaktionsgleichung

Reaktionsgleichung von HRID 36235
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19](=[O:20])[NH:18][C:17]([CH2:21][CH2:22][CH2:23][CH3:24])=[N:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[C:41]2[N:45]([C:46]([C:59]3[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=3)([C:53]3[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=3)[C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)[N:44]=[N:43][N:42]=2)=[CH:31][CH:30]=1)=[N+]=[N-]>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19](=[O:20])[N:18]([CH2:28][C:29]3[CH:30]=[CH:31][C:32]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[C:41]4[N:45]([C:46]([C:59]5[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=5)([C:53]5[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=5)[C:47]5[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=5)[N:44]=[N:43][N:42]=4)=[CH:33][CH:34]=3)[C:17]([CH2:21][CH2:22][CH2:23][CH3:24])=[N:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 149873355-[4'-(Azidomethyl)[1,1'-biphenyl]-2-yl]-1-(triphenylmethyl)-1H-tetrazoleHCID 1357200832-[4-(Benzyloxy)phenyl]-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Produkt 1

HCID 199393732-[4-(Benzyloxy)phenyl]-5-n-butyl-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]-methyl]-3H-1,2,4-triazol-3-oneAusbeute 81 %

Versuchsvorschrift

The alkylation of 2-[4-(benzyloxy)phenyl]-5-n-butyl-2.4-dihydro-3H-1,2,4-triazol-3-one with 5-[4'-(bromomethyl)biphenyl-2-yl]-N-trityltetrazole (see Example 2, Step B) was carried out as described in Example 4, Step D. After work-up, flash chromatography over silica gel using 0.4-0.5% MeOH/CH2Cl2 gave an 81% yield of the product, homogeneous by TLC in 1% MeOH/CH2Cl2 ; mass spectrum (FAB) m/e 800 (M+1)+.

Quellen und Nachweise

ORD-Eintrag
ord-093a465b6f5249e6aded118cd695840c
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05411980

Verknüpfte Notizen

Wird geladen…