Acetate → (2S)-3-(4-(2-Amino-6-chloropyrimidin-4-YL)phenyl)-2-((tert-butoxycarbonyl) amino)propionic acid

HRID 2138463Notes

Reaction equation

HRID 2138463 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]([C:10](=[O:11])[OH:12])[CH2:13][c:14]1[cH:15][cH:16][c:17]([B:20]2[O:21][C:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[O:28]2)[cH:18][cH:19]1.[C:57](=[O:58])=[O:59].[CH2:69]1[O:70][CH2:71][CH2:72][CH2:73]1.[CH3:74][CH2:75][OH:76].[NH2:29][c:30]1[n:31][c:32]([Cl:37])[cH:33][c:34]([Cl:36])[n:35]1.[O-:61][C:62]([CH3:63])=[O:64].[O-:65][C:66]([CH3:67])=[O:68].[Pd+2:60].[c:38]1([P:39]([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[cH:52][cH:53][cH:54][cH:55][cH:56]1>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]([C:10](=[O:11])[OH:12])[CH2:13][c:14]1[cH:15][cH:16][c:17](-[c:34]2[cH:33][c:32]([Cl:37])[n:31][c:30]([NH2:29])[n:35]2)[cH:18][cH:19]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 280Carbon DioxideHCID 702EthanolHCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 655222-Amino-4,6-dichloropyrimidineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 46831892-((tert-Butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid

Product 1

HCID 74404114(2S)-3-(4-(2-Amino-6-chloropyrimidin-4-YL)phenyl)-2-((tert-butoxycarbonyl) amino)propionic acid

Sources & evidence

ORD record
ord-c5557f4f9c744a58a63b30cee497adc7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

Loading…