Acetic Anhydride → 4-(2-Acetoxy-ethyl)-4-(3,5-di-tert-butyl-4-hydroxy-phenylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester

HRID 91052Notes

Reaction equation

HRID 91052 reaction equation
[Al+3:37].[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11]([CH2:14][C:15](=[O:16])[O:17][CH2:18][CH3:19])([S:20][c:21]2[cH:22][c:23]([C:32]([CH3:33])([CH3:34])[CH3:35])[c:24]([OH:31])[c:25]([C:27]([CH3:28])([CH3:29])[CH3:30])[cH:26]2)[CH2:12][CH2:13]1.[CH2:56]1[O:57][CH2:58][CH2:59][CH2:60]1.[CH3:42][CH2:43][N:44]([CH2:45][CH3:46])[CH2:47][CH3:48].[CH3:49][C:50](=[O:51])[O:52][C:53]([CH3:54])=[O:55].[CH3:61][N:62]([c:63]1[cH:64][cH:65][n:66][cH:67][cH:68]1)[CH3:69].[CH3:70][CH2:71][O:72][C:73](=[O:74])[CH3:75].[H-:36].[H-:39].[H-:40].[H-:41].[Li+:38]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11]([CH2:14][CH2:15][O:16][C:50]([CH3:49])=[O:51])([S:20][c:21]2[cH:22][c:23]([C:32]([CH3:33])([CH3:34])[CH3:35])[c:24]([OH:31])[c:25]([C:27]([CH3:28])([CH3:29])[CH3:30])[cH:26]2)[CH2:12][CH2:13]1

Participants

10

Reactant 9

HCID 7918Acetic AnhydrideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 142844-(Dimethylamino)pyridineHCID 28486Lithium ionHCID 104727Aluminum CationHCID 166653Hydride4×HCID 866354214-(3,5-Di-tert-butyl-4-hydroxy-phenylsulfanyl)-4-ethoxycarbonylmethyl-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866354224-(2-Acetoxy-ethyl)-4-(3,5-di-tert-butyl-4-hydroxy-phenylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-daf15885fa3c49ebbc727453a499fd7f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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