Methanol → HCID 54141130, compound

HRID 637663Notes

Reaction equation

HRID 637663 reaction equation
[C@@H:1]1([N:10]2[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]2=[O:12])[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[C@H:2]1[OH:3].[NH2:18][C:19]1[N:24]=[CH:23][CH:22]=[CH:21][N:20]=1.I([O-])(=O)(=O)=O.[Na+].CO>O>[OH:3][CH:2]1[C@H:1]([N:10]2[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]2=[O:12])[O:9][C@H:6]([CH2:7][OH:8])[CH:4]([OH:5])[N:18]1[C:19]1[N:24]=[CH:23][CH:22]=[CH:21][N:20]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6175CytidineHCID 79782-AminopyrimidineHCID 23667635Sodium periodate

Product 1

HCID 54141130HCID 54141130, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of cytidine (2.43 g) and 2-aminopyrimidine (0.95 g) in water (15 ml) was added sodium metaperiodate (2.13 g) at 15° C. The solution was stirred at ambient temperature for four hours. To the reaction mixture was added methanol (20 ml). A precipitate was filtered off and the filtrate was condenced in vacuo. The condenced solution was lyophilized to give white powder of 1-[(2R, 6R)-3,5-dihydroxy-6-hydroxymethyl-4-(2-pyrimidinyl)morpholin-2-yl]cytosine (3.20 g).

Workup

  1. filtrationA precipitate was filtered off

Sources & evidence

ORD record
ord-e86cbd5fb293440f83debff91037b9c9
Source dataset
uspto-grants-1985_12
Patent number
US04558047

Reaction notes

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