Lactic Acid → [3-[(2-Methylpropan-2-yl)oxycarbonylamino]-4-oxoazetidin-2-yl]methyl 4-methylbenzenesulfonate

HRID 1544879Notes

Reaction equation

HRID 1544879 reaction equation
[C:12]([CH3:13])([CH3:14])([CH3:15])[O:16][C:17](=[O:18])[NH:19][CH:20]1[CH:21]([CH2:25][OH:26])[NH:22][C:23]1=[O:24].[CH3:27][CH:28]([C:29](=[O:30])[OH:31])[OH:32].[CH3:33][CH2:34][O:35][C:36](=[O:37])[CH3:38].[c:1]1([CH3:11])[cH:2][cH:3][c:4]([S:7](=[O:8])(=[O:9])[Cl:10])[cH:5][cH:6]1.[cH:39]1[cH:40][cH:41][n:42][cH:43][cH:44]1>>[c:1]1([CH3:11])[cH:2][cH:3][c:4]([S:7](=[O:8])(=[O:9])[O:26][CH2:25][CH:21]2[CH:20]([NH:19][C:17]([O:16][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:18])[C:23](=[O:24])[NH:22]2)[cH:5][cH:6]1

Participants

6

Reactant 5

HCID 612Lactic AcidHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 8857Ethyl AcetateHCID 14329172tert-Butyl ((2S,3S)-2-(hydroxymethyl)-4-oxoazetidin-3-yl)carbamate

Product 1

HCID 23470136[3-[(2-Methylpropan-2-yl)oxycarbonylamino]-4-oxoazetidin-2-yl]methyl 4-methylbenzenesulfonate

Sources & evidence

ORD record
ord-944b37a2f7b249d7b4315dd1f328a1e4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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