Dichloromethane → [4,5-diacetyloxy-6-(2-bromoethoxy)-3-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate

HRID 1233792

Reaction equation

HRID 1233792 reaction equation
[Ag+:70].[Br:1][C:2]1([OH:3])[CH:4]([O:5][C:6]([CH3:7])=[O:8])[CH:9]([O:10][C:11]([CH3:12])=[O:13])[CH:14]([O:15][CH:16]2[CH:17]([O:18][C:19]([CH3:20])=[O:21])[CH:22]([O:23][C:24]([CH3:25])=[O:26])[CH:27]([O:28][C:29]([CH3:30])=[O:31])[CH:32]([CH2:34][O:35][C:36]([CH3:37])=[O:38])[O:33]2)[CH:39]([CH2:41][O:42][C:43]([CH3:44])=[O:45])[O:40]1.[Br:55][CH2:56][CH2:57][OH:58].[CH2:59]([Cl:60])[Cl:61].[CH3:46][c:47]1[cH:48][c:49]([CH3:50])[cH:51][c:52]([CH3:53])[n:54]1.[F:62][C:63]([F:64])([F:65])[S:66]([O-:67])(=[O:68])=[O:69]>>[CH:2]1([O:58][CH2:57][CH2:56][Br:55])[CH:4]([O:5][C:6]([CH3:7])=[O:8])[CH:9]([O:10][C:11]([CH3:12])=[O:13])[CH:14]([O:15][CH:16]2[CH:17]([O:18][C:19]([CH3:20])=[O:21])[CH:22]([O:23][C:24]([CH3:25])=[O:26])[CH:27]([O:28][C:29]([CH3:30])=[O:31])[CH:32]([CH2:34][O:35][C:36]([CH3:37])=[O:38])[O:33]2)[CH:39]([CH2:41][O:42][C:43]([CH3:44])=[O:45])[O:40]1

Participants

7

Reactant 6

HCID 6344DichloromethaneHCID 79532,4,6-TrimethylpyridineHCID 108982-BromoethanolHCID 104755Silver cationHCID 2758875TrifluoromethanesulfonateHCID 178476094HCID 178476094, compound

Product 1

HCID 178476097[4,5-diacetyloxy-6-(2-bromoethoxy)-3-[3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate

Sources & evidence

ORD record
ord-5d0249d1fd304f4c92d7e2e18fb0cae5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Linked notes

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