Bromide ion → 3-[1-[Tert-butyl(dimethyl)silyl]oxyethyl]-4-[1-oxo-1-(2-sulfanylidene-1,3-thiazolidin-3-yl)propan-2-yl]azetidin-2-one
Reaction equation
[Br-:54].[Br-:56].[C:17]([CH2:18][CH3:19])(=[O:20])[N:21]1[C:22](=[S:26])[S:23][CH2:24][CH2:25]1.[C:27]([O:28][CH:31]1[CH:32]([CH:36]([CH3:37])[O:38][Si:39]([CH3:40])([CH3:41])[C:42]([CH3:43])([CH3:44])[CH3:45])[C:33](=[O:35])[NH:34]1)(=[O:29])[CH3:30].[C:46](=[O:47])([OH:48])[O-:49].[CH3:9][CH2:10][N:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1.[Cl:51][CH2:52][Cl:53].[Na+:50].[O-:1][S:2]([C:3]([F:4])([F:5])[F:6])(=[O:7])=[O:8].[Zn+2:55]>>[C:17]([CH:18]([CH3:19])[CH:31]1[CH:32]([CH:36]([CH3:37])[O:38][Si:39]([CH3:40])([CH3:41])[C:42]([CH3:43])([CH3:44])[CH3:45])[C:33](=[O:35])[NH:34]1)(=[O:20])[N:21]1[C:22](=[S:26])[S:23][CH2:24][CH2:25]1Participants
10
Reactant 9
HCID 259Bromide ion2×
HCID 769Bicarbonate Ion
HCID 923Sodium ion
HCID 6344Dichloromethane
HCID 13007N-Ethylpiperidine
HCID 32051Zinc(2+)
HCID 2758875Trifluoromethanesulfonate
HCID 4305700(2R,3S)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl acetate
HCID 114579872-Thiazolidinethione, 3-(1-oxopropyl)-Product 1
Sources & evidence
- ORD record
- ord-d3f312808f2145a4b9d715f0258ea264
- Source dataset
- Validation data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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