1-(2-Deoxypentofuranosyl)pyrimidine-2,4(1H,3H)-dione → 1-[5-[[Tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]pyrimidine-2,4-dione

HRID 2332523Notes

Reaction equation

HRID 2332523 reaction equation
[C:49]([Si:50]([Cl:51])([CH3:52])[CH3:53])([CH3:54])([CH3:55])[CH3:56].[CH3:42][CH2:43][N:44]([CH2:45][CH3:46])[CH2:47][CH3:48].[CH3:57][N:58]([CH3:59])[c:60]1[cH:61][cH:62][n:63][cH:64][cH:65]1.[Cl:66][CH2:67][Cl:68].[N:1](=[N+:2]=[N-:3])[CH:4]1[CH2:5][CH:6]([n:18]2[c:19](=[O:20])[nH:21][c:22](=[O:23])[cH:24][cH:25]2)[O:7][CH:8]1[CH2:9][O:10][Si:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[CH3:17].[O:69]=[CH:70][N:71]([CH3:72])[CH3:73].[OH:26][CH2:27][CH:28]1[CH:29]([OH:30])[CH2:31][CH:32]([n:33]2[c:34](=[O:35])[nH:36][c:37](=[O:38])[cH:39][cH:40]2)[O:41]1>>[CH:4]1([OH:26])[CH2:5][CH:6]([n:18]2[c:19](=[O:20])[nH:21][c:22](=[O:23])[cH:24][cH:25]2)[O:7][CH:8]1[CH2:9][O:10][Si:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[CH3:17]

Participants

8

Reactant 7

HCID 6401-(2-Deoxypentofuranosyl)pyrimidine-2,4(1H,3H)-dioneHCID 6228DimethylformamideHCID 6344DichloromethaneHCID 8471TriethylamineHCID 142844-(Dimethylamino)pyridineHCID 28928tert-Butyldimethylsilyl chlorideHCID 1784551861-[4-azido-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]pyrimidine-2,4-dione

Product 1

HCID 143517411-[5-[[Tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]pyrimidine-2,4-dione

Sources & evidence

ORD record
ord-3d1124c1142649ed8121dae8ec002fe9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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