tert-Butyl 5-((3-(1-admantyl)-4-(octyloxy)phenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate → 2-Amino-2-(2-(3'-(1-admantyl)-4'-hydroxybiphenyl-4-yl)ethyl) propane-1,3-diol
Reaktionsgleichung
C(OC(=O)[NH:7][C:8]1([C:16]#[C:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][C:27]([OH:30])=[C:26]([C:31]45[CH2:40][CH:35]6[CH2:36][CH:37]([CH2:39][CH:33]([CH2:34]6)[CH2:32]4)[CH2:38]5)[CH:25]=3)=[CH:20][CH:19]=2)[CH2:13][O:12]C(C)(C)[O:10][CH2:9]1)(C)(C)C.C12(C3C=C(C#CC4(NC(=O)OC(C)(C)C)COC(C)(C)OC4)C=CC=3OCCCCCCCC)CC3CC(CC(C3)C1)C2>>[NH2:7][C:8]([CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([OH:30])=[C:26]([C:31]34[CH2:32][CH:33]5[CH2:39][CH:37]([CH2:36][CH:35]([CH2:34]5)[CH2:40]3)[CH2:38]4)[CH:25]=2)=[CH:20][CH:19]=1)([CH2:13][OH:12])[CH2:9][OH:10]Komponenten
3
Edukt 2
Produkt 1
Versuchsvorschrift
When product of Step B was substitute for tert-butyl 5-((3-(1-admantyl)-4-(octyloxy)phenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate in Example 63 Step C, the similar process afforded the title compound in 71% yield, as a colourless solid. 1H-NMR (CDCl3) 1.70 (s, 6H); 1.88-1.94 (m, 2H); 2.0 (broad s, 3H); 2.1 (broad s, 6H); 2.58-2.64 (m, 2H); 3.63 (d, 2H, J=12 Hz); 3.69 (d, 2H, J=12.08 Hz); 6.69 (d, 1H, J=8.18 Hz); 7.13-7.16 (m, 3H); 7.3 (d, 1H, J=2.06 Hz); 7.37 (d, 2H, J=8.07 Hz).
Quellen und Nachweise
- ORD-Eintrag
- ord-f73ab8f4cc2e4f98a677e8ef418b6fa3
- Quelldatensatz
- uspto-grants-2015_11
- Patentnummer
- US09181182B2
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