Chloride → 1-[5-(1-{[Tert-butyl(dimethyl)silyl]oxy}ethyl)pyridin-2-yl]-6-cyclopentyl-5-[5-(methylsulfanyl)pyridin-2-yl]hexane-1,4-dione

HRID 1557858Notes

Reaction equation

HRID 1557858 reaction equation
[C:28]([CH3:29])([CH3:30])([CH3:31])[Si:32]([O:33][CH:34]([CH3:35])[c:36]1[cH:37][cH:38][c:39]([CH:42]=[O:43])[n:40][cH:41]1)([CH3:44])[CH3:45].[CH2:47]([n+:48]1[c:49]([CH3:50])[c:51]([CH2:52][CH2:53][OH:54])[s:55][cH:56]1)[c:57]1[cH:58][cH:59][cH:60][cH:61][cH:62]1.[CH3:20][CH2:21][OH:22].[CH3:63][CH2:64][O:65][C:66](=[O:67])[CH3:68].[CH3:69][CH2:70][N:71]([CH2:72][CH3:73])[CH2:74][CH3:75].[CH:1]1([CH2:6][CH:7]([C:8]([CH:9]=[CH2:10])=[O:11])[c:12]2[n:13][cH:14][c:15]([S:18][CH3:19])[cH:16][cH:17]2)[CH2:2][CH2:3][CH2:4][CH2:5]1.[Cl-:46].[O:23]1[CH2:24][CH2:25][CH2:26][CH2:27]1>>[CH:1]1([CH2:6][CH:7]([C:8]([CH2:9][CH2:10][C:42]([c:39]2[cH:38][cH:37][c:36]([CH:34]([O:33][Si:32]([C:28]([CH3:29])([CH3:30])[CH3:31])([CH3:44])[CH3:45])[CH3:35])[cH:41][n:40]2)=[O:43])=[O:11])[c:12]2[n:13][cH:14][c:15]([S:18][CH3:19])[cH:16][cH:17]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

9

Reactant 8

HCID 312ChlorideHCID 702EthanolHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 4253053-Benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-iumHCID 593313475-(1-{[Tert-butyl(dimethyl)silyl]oxy}ethyl)pyridine-2-carbaldehydeHCID 593315425-Cyclopentyl-4-[5-(methylsulfanyl)pyridin-2-yl]pent-1-en-3-one

Product 1

HCID 593314531-[5-(1-{[Tert-butyl(dimethyl)silyl]oxy}ethyl)pyridin-2-yl]-6-cyclopentyl-5-[5-(methylsulfanyl)pyridin-2-yl]hexane-1,4-dione

Sources & evidence

ORD record
ord-d227c61bf4a44af3ab4b96e6582dafba
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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