Acetate → (4-Nitrophenyl)methyl 6-(1-hydroxyethyl)-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate

HRID 299799Notes

Reaction equation

HRID 299799 reaction equation
[C:39]([O-:40])(=[O:41])[CH3:42].[C:44]([O-:45])(=[O:46])[CH3:47].[Cl:29][CH:30]([Cl:31])[CH3:32].[N+:1](=[N-:2])=[C:3]([C:4](=[O:5])[O:6][CH2:7][c:8]1[cH:9][cH:10][c:11]([N+:14](=[O:15])[O-:16])[cH:12][cH:13]1)[C:17]([CH:18]([CH3:19])[CH:20]1[NH:21][C:22](=[O:27])[CH:23]1[CH:24]([CH3:25])[OH:26])=[O:28].[Rh+2:43].[cH:33]1[cH:34][cH:35][cH:36][cH:37][cH:38]1>>[CH:3]1([C:4](=[O:5])[O:6][CH2:7][c:8]2[cH:9][cH:10][c:11]([N+:14](=[O:15])[O-:16])[cH:12][cH:13]2)[C:17](=[O:28])[CH:18]([CH3:19])[CH:20]2[N:21]1[C:22](=[O:27])[CH:23]2[CH:24]([CH3:25])[OH:26]

Participants

6

Reactant 5

HCID 175Acetate2×HCID 241BenzeneHCID 63651,1-DichloroethaneHCID 185497Rhodium, ion(Rh2)HCID 76069594(R)-4-Nitrobenzyl 2-diazo-4-((2R,3S)-3-((R)-1-hydroxy-ethyl)-4-oxoazetidin-2-yl)-3-oxopentanoate

Product 1

HCID 13504345(4-Nitrophenyl)methyl 6-(1-hydroxyethyl)-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate

Sources & evidence

ORD record
ord-175ed89aed9b4887930356eef6d79720
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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