1-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dione → t-butyl 2-((4R,6R)-6-(2-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-1H-pyrrol-1-yl)ethyl)-2-(3-nitrophenyl)-1,3,2-dioxaborinan-4-yl)acetate

HRID 1925646Notes

Reaction equation

HRID 1925646 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:10][C:11](=O)[CH:12]([CH3:14])[CH3:13])=[CH:4][CH:3]=1.[NH2:23][CH2:24][CH2:25][C@H:26]1[O:31][B:30]([C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([N+:38]([O-:40])=[O:39])[CH:33]=2)[O:29][C@@H:28]([CH2:41][C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:27]1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:23]([CH2:24][CH2:25][C@H:26]3[O:31][B:30]([C:32]4[CH:37]=[CH:36][CH:35]=[C:34]([N+:38]([O-:40])=[O:39])[CH:33]=4)[O:29][C@@H:28]([CH2:41][C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:27]3)[C:11]([CH:12]([CH3:14])[CH3:13])=[CH:10][C:9]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 147571731-(4-Fluorophenyl)-5-methyl-2-phenylhexane-1,4-dioneHCID 66842132t-butyl 2-((4R,6R)-6-(2-aminoethyl)-2-(3-nitrophenyl)-1,3,2-dioxaborinan-4-yl)acetate

Product 1

HCID 66842215t-butyl 2-((4R,6R)-6-(2-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-1H-pyrrol-1-yl)ethyl)-2-(3-nitrophenyl)-1,3,2-dioxaborinan-4-yl)acetate

Procedure

According to the same method as in Example 4-1, the title compound was synthesized using 1-(4-fluorophenyl)-5-methyl-2-phenyl-1,4-hexanedione and t-butyl 2-((4R,6R)-6-(2-aminoethyl)-2-(3-nitrophenyl)-1,3,2-dioxaborinan-4-yl)acetate.

Sources & evidence

ORD record
ord-8638160a59794783acf6f35e6126cdc8
Source dataset
uspto-grants-2012_05
Patent number
US08178697B2

Reaction notes

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