Bromide ion → 5-[2-tert-butyl-4-(2-hydroxyethoxy)-5-methyl-phenyl]sulfanyl-2-cyclopentyl-4-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-3H-pyran-6-one

HRID 1140126Notes

Reaction equation

HRID 1140126 reaction equation
[Br-:79].[C:1]([CH3:2])([CH3:3])([CH3:4])[c:5]1[c:6]([S:16][S:17]([c:18]2[cH:19][cH:20][c:21]([CH3:22])[cH:23][cH:24]2)(=[O:25])=[O:26])[cH:7][c:8]([CH3:15])[c:9]([O:11][CH2:12][CH2:13][OH:14])[cH:10]1.[C:27]([c:28]1[cH:29][c:30]([CH2:31][OH:32])[c:33]([CH3:34])[cH:35][c:36]1[S:37][S:38]([c:39]1[cH:40][cH:41][c:42]([CH3:43])[cH:44][cH:45]1)(=[O:46])=[O:47])([CH3:48])([CH3:49])[CH3:50].[C:73](=[O:74])([O-:75])[O-:76].[CH3:81][S:82]([CH3:83])=[O:84].[CH:51]1([C:56]2([CH2:64][CH2:65][c:66]3[cH:67][cH:68][c:69]([OH:72])[cH:70][cH:71]3)[CH2:57][C:58]([OH:63])=[CH:59][C:60](=[O:62])[O:61]2)[CH2:52][CH2:53][CH2:54][CH2:55]1.[K+:77].[K+:78].[K+:80].[O:85]=[CH:86][N:87]([CH3:88])[CH3:89]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[c:5]1[c:6]([S:16][C:59]2=[C:58]([OH:63])[CH2:57][C:56]([CH:51]3[CH2:52][CH2:53][CH2:54][CH2:55]3)([CH2:64][CH2:65][c:66]3[cH:67][cH:68][c:69]([OH:72])[cH:70][cH:71]3)[O:61][C:60]2=[O:62])[cH:7][c:8]([CH3:15])[c:9]([O:11][CH2:12][CH2:13][OH:14])[cH:10]1

Participants

9

Reactant 8

HCID 259Bromide ionHCID 679Dimethyl SulfoxideHCID 813Potassium Cation3×HCID 6228DimethylformamideHCID 19660Carbonate IonHCID 10499026S-[2-Tert-butyl-4-(hydroxymethyl)-5-methylphenyl] 4-methylbenzenesulfonothioateHCID 547203312-cyclopentyl-4-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-3H-pyran-6-oneHCID 695955802-[5-Tert-butyl-2-methyl-4-(4-methylphenyl)sulfonylsulfanylphenoxy]ethanol

Product 1

HCID 546890425-[2-tert-butyl-4-(2-hydroxyethoxy)-5-methyl-phenyl]sulfanyl-2-cyclopentyl-4-hydroxy-2-[2-(4-hydroxyphenyl)ethyl]-3H-pyran-6-one

Sources & evidence

ORD record
ord-e5dd0cbe12b24920815bc65620488746
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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