Acetate → 1,1-Dimethylethyl {[3'-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(methyloxy)-3-biphenylyl]methyl}carbamate

HRID 204138Notes

Reaction equation

HRID 204138 reaction equation
[Br:1][c:2]1[cH:3][c:4]([CH2:10][NH:11][C:12]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:18])[cH:5][c:6]([O:8][CH3:9])[cH:7]1.[CH3:62][C:63]([CH3:64])([CH3:65])[Si:66]([O:67][CH2:68][c:69]1[cH:70][c:71]([B:75]([OH:76])[OH:77])[cH:72][cH:73][cH:74]1)([CH3:78])[CH3:79].[CH:19]1([P:20]([CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]2)[c:27]2[cH:28][cH:29][c:30]3[c:31]([cH:32][cH:33][cH:34][cH:35]3)[c:36]2-[c:37]2[c:38]3[c:39]([cH:40][cH:41][cH:42][cH:43]3)[cH:44][cH:45][c:46]2[O:47][CH3:48])[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53]1.[K+:59].[K+:60].[K+:61].[O-:87][C:88]([CH3:89])=[O:90].[O-:91][C:92]([CH3:93])=[O:94].[O:80]1[CH2:81][CH2:82][O:83][CH2:84][CH2:85]1.[P:54]([O-:55])([O-:56])([O-:57])=[O:58].[Pd+2:86]>>[c:2]1(-[c:71]2[cH:70][c:69]([CH2:68][O:67][Si:66]([C:63]([CH3:62])([CH3:64])[CH3:65])([CH3:78])[CH3:79])[cH:74][cH:73][cH:72]2)[cH:3][c:4]([CH2:10][NH:11][C:12]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:18])[cH:5][c:6]([O:8][CH3:9])[cH:7]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 1061PhosphateHCID 312751,4-DioxaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 16079156(1R)-Dicyclohexyl(2'-methoxy-[1,1'-binaphthalen]-2-yl)phosphaneHCID 57813382[3-({[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}methyl)phenyl]boronic acidHCID 57813417Tert-butyl 3-bromo-5-methoxybenzylcarbamate

Product 1

HCID 578132741,1-Dimethylethyl {[3'-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(methyloxy)-3-biphenylyl]methyl}carbamate

Sources & evidence

ORD record
ord-4b6e6a6a7def4a4092ca363436b9f6d3
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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