Acetate → 3-[(1RS,2RS,4SR)-4-Bicyclo[2.2.1]-hept-2-yl-phenyl]-5-methoxymethyl-oxazolidin-2-one

HRID 1124650Notes

Reaction equation

HRID 1124650 reaction equation
[C:41]([O-:42])(=[O:43])[CH3:44].[C:45]([O-:46])(=[O:47])[CH3:48].[CH2:24]1[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]1.[CH3:30][N:31]([CH3:32])[CH:33]=[O:34].[CH3:35][CH2:36][O:37][C:38](=[O:39])[CH3:40].[CH:17]12[CH:18]=[CH:19][CH:20]([CH2:21][CH2:22]1)[CH2:23]2.[CH:88]([OH:89])=[O:90].[I:1][c:2]1[cH:3][cH:4][c:5]([N:8]2[C:9](=[O:16])[O:10][CH:11]([CH2:13][O:14][CH3:15])[CH2:12]2)[cH:6][cH:7]1.[Pd+2:49].[c:50]1([P:51]([c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[cH:64][cH:65][cH:66][cH:67][cH:68]1.[c:69]1([P:70]([c:71]2[cH:72][cH:73][cH:74][cH:75][cH:76]2)[c:77]2[cH:78][cH:79][cH:80][cH:81][cH:82]2)[cH:83][cH:84][cH:85][cH:86][cH:87]1>>[c:2]1([CH:18]2[CH:17]3[CH2:22][CH2:21][CH:20]([CH2:19]2)[CH2:23]3)[cH:3][cH:4][c:5]([N:8]2[C:9](=[O:16])[O:10][CH:11]([CH2:13][O:14][CH3:15])[CH2:12]2)[cH:6][cH:7]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 284Formic AcidHCID 6228DimethylformamideHCID 8082PiperidineHCID 8857Ethyl AcetateHCID 103522-NorborneneHCID 11776Triphenylphosphine2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 22636831(RS)-3-(4-iodophenyl)-5-methoxymethyl-oxazolidin-2-one

Product 1

HCID 700506373-[(1RS,2RS,4SR)-4-Bicyclo[2.2.1]-hept-2-yl-phenyl]-5-methoxymethyl-oxazolidin-2-one

Sources & evidence

ORD record
ord-0ec7685968a745e18d8e5815de3c2bb0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

Loading…