Acetate → 1,1-Dimethylethyl {[3'-({[(1,1-dimethylethyl)(dimethyl)silyl]-oxy}methyl)-4-methyl-3-biphenylyl]methyl}carbamate

HRID 185900Notes

Reaction equation

HRID 185900 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([CH3:17])[c:6]([CH2:8][NH:9][C:10]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:16])[cH:7]1.[CH3:61][C:62]([CH3:63])([CH3:64])[Si:65]([O:66][CH2:67][c:68]1[cH:69][c:70]([B:74]([OH:75])[OH:76])[cH:71][cH:72][cH:73]1)([CH3:77])[CH3:78].[CH:18]1([P:19]([CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]2)[c:26]2[cH:27][cH:28][c:29]3[c:30]([cH:31][cH:32][cH:33][cH:34]3)[c:35]2-[c:36]2[c:37]3[c:38]([cH:39][cH:40][cH:41][cH:42]3)[cH:43][cH:44][c:45]2[O:46][CH3:47])[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52]1.[K+:58].[K+:59].[K+:60].[O-:86][C:87]([CH3:88])=[O:89].[O-:90][C:91]([CH3:92])=[O:93].[O:79]1[CH2:80][CH2:81][O:82][CH2:83][CH2:84]1.[P:53]([O-:54])([O-:55])([O-:56])=[O:57].[Pd+2:85]>>[c:2]1(-[c:70]2[cH:69][c:68]([CH2:67][O:66][Si:65]([C:62]([CH3:61])([CH3:63])[CH3:64])([CH3:77])[CH3:78])[cH:73][cH:72][cH:71]2)[cH:3][cH:4][c:5]([CH3:17])[c:6]([CH2:8][NH:9][C:10]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:16])[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 57813315tert-butyl N-[(5-bromo-2-methylphenyl)methyl]carbamateHCID 57813382[3-({[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}methyl)phenyl]boronic acid

Product 1

HCID 578134201,1-Dimethylethyl {[3'-({[(1,1-dimethylethyl)(dimethyl)silyl]-oxy}methyl)-4-methyl-3-biphenylyl]methyl}carbamate

Sources & evidence

ORD record
ord-3afb6c2a386a45879e67741a513e2e95
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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