Acetate → 3-O-benzyl 1-O-methyl 2-[(4-amino-3,5-dimethylphenyl)methylidene]propanedioate
Reaction equation
[C:53]([O-:54])(=[O:55])[CH3:56].[C:58]([O-:59])(=[O:60])[CH3:61].[CH2:12]([c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[O:19][C:20](=[O:21])[C:22]([C:23](=[O:24])[O:25][CH3:26])=[CH2:27].[CH3:28][CH2:29][N:30]([CH2:31][CH3:32])[CH2:33][CH3:34].[CH3:36][CH2:37][CH2:38][CH2:39][N+:40]([CH2:41][CH2:42][CH2:43][CH3:44])([CH2:45][CH2:46][CH2:47][CH3:48])[CH2:49][CH2:50][CH2:51][CH3:52].[Cl-:35].[ClH:1].[I:2][c:3]1[cH:4][c:5]([CH3:11])[c:6]([NH2:10])[c:7]([CH3:9])[cH:8]1.[O:62]1[CH2:63][CH2:64][CH2:65][CH2:66]1.[Pd+2:57]>>[c:3]1([CH:27]=[C:22]([C:20]([O:19][CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)=[O:21])[C:23](=[O:24])[O:25][CH3:26])[cH:4][c:5]([CH3:11])[c:6]([NH2:10])[c:7]([CH3:9])[cH:8]1Participants
10
Reactant 9
HCID 175Acetate2×
HCID 312Chloride
HCID 313Hydrochloric Acid
HCID 8028Tetrahydrofuran
HCID 8471Triethylamine
HCID 16028Tetrabutylammonium
HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
HCID 2789424-Iodo-2,6-dimethylbenzenamine
HCID 66604662Methyl 2-(benzyloxycarbonyl)acrylateProduct 1
Sources & evidence
- ORD record
- ord-fd9fa37b0b224808909b9314a3634713
- Source dataset
- Validation data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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