Methanol → HCID 13421441, compound

HRID 637664Notes

Reaction equation

HRID 637664 reaction equation
I([O-])(=O)(=O)=O.[Na+].[C@@H:7]1([N:16]2[C:25]3[N:24]=[CH:23][N:22]=[C:20]([NH2:21])[C:19]=3[N:18]=[CH:17]2)[O:15][C@H:12]([CH2:13][OH:14])[C@@H:10]([OH:11])[C@H:8]1[OH:9].[NH2:26][C:27]1[N:32]=[CH:31][CH:30]=[CH:29][N:28]=1.CO>O>[OH:9][CH:8]1[C@H:7]([N:16]2[CH:17]=[N:18][C:19]3[C:25]2=[N:24][CH:23]=[N:22][C:20]=3[NH2:21])[O:15][C@H:12]([CH2:13][OH:14])[CH:10]([OH:11])[N:26]1[C:27]1[N:32]=[CH:31][CH:30]=[CH:29][N:28]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 79782-AminopyrimidineHCID 60961AdenosineHCID 23667635Sodium periodate

Product 1

HCID 13421441HCID 13421441, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of sodium metaperiodate (2.13 g) in water (25 ml) was added to a suspension of adenosine (2.67 g) and 2-aminopyrimidine in water (25 ml) at 15° C. The mixture was stirred at ambient temperature for five hours. To the reaction mixture was added methanol (50 ml). A precipitate was filtered off and the filtrate was evaporated in vacuo at 35° C. The residue was triturated with acetone to give 9-[(2R, 6R)-3,5-dihydroxy-6-hydroxymethyl-4-(2-pyrimidinyl)morpholin-2-yl]adenine (3.64 g).

Workup

  1. filtrationA precipitate was filtered off
  2. customthe filtrate was evaporated in vacuo at 35° C
  3. customThe residue was triturated with acetone

Sources & evidence

ORD record
ord-7d620e0428724300ae908c3fb392db28
Source dataset
uspto-grants-1985_12
Patent number
US04558047

Reaction notes

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