Triphenylphosphine → 3-[1-[4-[1-(2-hydroxyethyl)-2-oxo-4-pyridinyl]phenyl]ethyl]-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one
Reaction equation
[C:47](=[O:48])([O-:49])[O-:50].[CH2:53]1[O:54][CH2:55][CH2:56][O:57][CH2:58]1.[Cs+:51].[Cs+:52].[OH:1][C:2]([CH2:3][C:4]1([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[CH2:5][CH2:6][N:7]([CH:11]([CH3:12])[c:13]2[cH:14][cH:15][c:16]([B:19]3[O:20][C:21]([CH3:22])([CH3:23])[C:24]([CH3:25])([CH3:26])[O:27]3)[cH:17][cH:18]2)[C:8](=[O:10])[O:9]1)([CH3:34])[CH3:35].[OH:36][CH2:37][CH2:38][n:39]1[c:40](=[O:46])[cH:41][c:42]([I:45])[cH:43][cH:44]1.[Pd:59]([Cl:60])[Cl:61].[c:62]1([P:63]([c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[cH:76][cH:77][cH:78][cH:79][cH:80]1.[c:81]1([P:82]([c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)[c:89]2[cH:90][cH:91][cH:92][cH:93][cH:94]2)[cH:95][cH:96][cH:97][cH:98][cH:99]1>>[OH:1][C:2]([CH2:3][C:4]1([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[CH2:5][CH2:6][N:7]([CH:11]([CH3:12])[c:13]2[cH:14][cH:15][c:16](-[c:42]3[cH:41][c:40](=[O:46])[n:39]([CH2:38][CH2:37][OH:36])[cH:44][cH:43]3)[cH:17][cH:18]2)[C:8](=[O:10])[O:9]1)([CH3:34])[CH3:35]Participants
8
Reactant 7
HCID 11776Triphenylphosphine2×
HCID 19660Carbonate Ion
HCID 24290Palladium Chloride
HCID 312751,4-Dioxane
HCID 104967Cesium cation2×
HCID 596357681-(2-hydroxyethyl)-4-iodopyridin-2(1H)-one
HCID 670197526-(2-Hydroxy-2-methylpropyl)-6-phenyl-3-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]-1,3-oxazinan-2-oneProduct 1
Sources & evidence
- ORD record
- ord-6c00948b699d447692e616d559ac2b33
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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