5-n-Butyl-2-[alpha-(carbomethoxy)benzyl]-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one → HCID 178441940, Verbindung

HRID 36211

Reaktionsgleichung

[CH2:1]([C:5]1[N:6]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:35]3[N:39](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:38]=[N:37][N:36]=3)=[CH:25][CH:24]=2)[C:7](=[O:21])[N:8]([CH:10]([C:17]([O:19][CH3:20])=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:9]=1)[CH2:2][CH2:3][CH3:4]>C(O)(=O)C>[CH2:1]([C:5]1[N:6]([CH2:22][C:23]2[CH:24]=[CH:25][C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:35]3[NH:39][N:38]=[N:37][N:36]=3)=[CH:27][CH:28]=2)[C:7](=[O:21])[N:8]([CH:10]([C:17]([O:19][CH3:20])=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:9]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

Reaktionsbedingungen

Temperatur: 65 °C

Versuchsvorschrift

Deprotection of 5-n-butyl-2-[α-(carbomethoxy)benzyl]-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one in 67% aqueous acetic acid was accomplished by the procedure of Example 3, Step B, except the mixture was heated overnight at 65° C. After work-up, the residue was flash chromatographed over silica gel (30 mL for 0.14 mmole, elution with 4-10% MeOH/CH2Cl2) to give the title compound in 96% yield as an off-white foam, homogeneous by TLC in 9:1 CH2Cl2 /MeOH, mass spectrum (FAB) m/e 524 (M+1)+.

Aufarbeitung

customchromatographed over silica gel (30 mL for 0.14 mmole, elution with 4-10% MeOH/CH2Cl2)

Quellen und Nachweise

ORD-Eintrag: ord-2136635ee3b94f2d8c01ff81db6cf87b
Quelldatensatz: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05411980

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