Dimethylformamide → tert-butyl N-[2-[2-[4-[[2-chloro-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methyl]phenoxy]ethoxy]ethyl]carbamate

HRID 1230087Notes

Reaction equation

HRID 1230087 reaction equation
[C:45](=[O:46])([O-:47])[O-:48].[CH3:27][S:28]([O:29][CH2:32][CH2:33][O:34][CH2:35][CH2:36][NH:37][C:38](=[O:39])[O:40][C:41]([CH3:42])([CH3:43])[CH3:44])(=[O:30])=[O:31].[Cl:1][c:2]1[c:3]([CH2:19][c:20]2[cH:21][cH:22][c:23]([OH:26])[cH:24][cH:25]2)[cH:4][c:5]([CH:8]2[O:9][CH:10]([CH2:17][OH:18])[CH:11]([OH:16])[CH:12]([OH:15])[CH:13]2[OH:14])[cH:6][cH:7]1.[Cs+:49].[Cs+:50].[O:51]=[CH:52][N:53]([CH3:54])[CH3:55]>>[Cl:1][c:2]1[c:3]([CH2:19][c:20]2[cH:21][cH:22][c:23]([O:26][CH2:32][CH2:33][O:34][CH2:35][CH2:36][NH:37][C:38](=[O:39])[O:40][C:41]([CH3:42])([CH3:43])[CH3:44])[cH:24][cH:25]2)[cH:4][c:5]([CH:8]2[O:9][CH:10]([CH2:17][OH:18])[CH:11]([OH:16])[CH:12]([OH:15])[CH:13]2[OH:14])[cH:6][cH:7]1

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 12106196tert-butyl N-{2-[2-(methanesulfonyloxy)ethoxy]ethyl}carbamateHCID 75050737((2R,3S,4R,5R,6S)-6-(4-chloro-3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)phenyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)Methyl acetate

Product 1

HCID 77173609tert-butyl N-[2-[2-[4-[[2-chloro-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl]methyl]phenoxy]ethoxy]ethyl]carbamate

Sources & evidence

ORD record
ord-7d5b922daf234a6b946367eda0fcf96b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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