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Imidazole → TBDMS ether

HRID 1133820
Notes
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Reaction equation

HRID 1133820 reaction equation
[C:18]([CH3:19])([CH3:20])([CH3:21])[Si:22]([CH3:23])([CH3:24])[Cl:25].[C:1]([N:2]1[CH2:3][CH:4]([OH:5])[CH2:6][C:7]1([CH3:8])[C:9]([OH:10])=[O:11])([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:17].[CH3:31][C:32]1([CH3:33])[CH2:34][CH:35]=[CH:36][C:37]([CH3:38])([CH3:39])[NH:40]1.[CH:58]([N:59]([CH2:60][CH3:61])[CH:62]([CH3:63])[CH3:64])([CH3:65])[CH3:66].[Cl:67][c:68]1[cH:69][c:70]([S:71]([Cl:72])(=[O:73])=[O:74])[cH:75][cH:76][cH:77]1.[F-:56].[F:41][C:42]([F:43])([F:44])[S:45]([O:46][Si:47]([CH3:48])([CH3:49])[C:50]([CH3:51])([CH3:52])[CH3:53])(=[O:54])=[O:55].[K+:57].[O:78]=[CH:79][N:80]([CH3:81])[CH3:82].[OH2:83].[nH:26]1[cH:27][cH:28][n:29][cH:30]1>>[C:18]([CH3:19])([CH3:20])([CH3:21])[Si:22]([CH3:23])([CH3:24])[O:46][Si:47]([CH3:48])([CH3:49])[C:50]([CH3:51])([CH3:52])[CH3:53]
ParticipantsSources & evidenceReaction notes

Participants

12

Reactant 11

HCID 795ImidazoleHCID 813Potassium CationHCID 962WaterHCID 6228DimethylformamideHCID 179093-Chlorobenzenesulphonyl chlorideHCID 28179Fluoride IonHCID 28928tert-Butyldimethylsilyl chloride
HCID 70502
Piperidine, 3,4-didehydro-2,2,6,6-tetramethyl-
HCID 81531Diisopropylethylamine
HCID 123564tert-Butyldimethylsilyl trifluoromethanesulphonate
HCID 223245991-((Tert-butoxy)carbonyl)-4-hydroxy-2-methylpyrrolidine-2-carboxylic acid

Product 1

HCID 590018TBDMS ether

Sources & evidence

ORD record
ord-8214fc87774b4deda8cae1821eddbeb5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes