Ammonia → HCID 18647639, compound

HRID 128569Notes

Reaction equation

HRID 128569 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C:11]([C:13]([F:37])([F:36])[C@@:14]([O:28][Si:29]([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30])([C@@H:16]([CH:18]([O:20][Si:21]([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22])[OH:19])[OH:17])[OH:15])=[O:12].[NH3:38]>C(O)C>[NH2:38][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C:11]([C:13]([F:37])([F:36])[C@@:14]([O:28][Si:29]([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30])([C@@H:16]([CH:18]([O:20][Si:21]([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22])[OH:19])[OH:17])[OH:15])=[O:12]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18647640HCID 18647640, compound

Product 1

HCID 18647639HCID 18647639, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 0.5 g (0,936 mmol) of 1-(6-chloro-9H-purin-9-yl)-3,5-bis(t-butyldimethylsiloxy)-2-desoxy-2,2-difluororibose dissolved in 75 ml of absolute ethanol was saturated with anhydrous ammonia at about 0° C. The reaction flask was sealed, and the mixture was allowed to warm to room temperature. The mixture was stirred for about 72 hours at room temperature and the volatiles were evaporated under reduced pressure to provide 420 mg of 1-(6-amino-9H-purin-9-yl)-3,5-bis(t-butyldimethylsiloxy)-2-desoxy-2,2-difluororibose. Mass spec=458 [515-(t-butyl)]

Workup

  1. customThe reaction flask was sealed
  2. customthe volatiles were evaporated under reduced pressure

Sources & evidence

ORD record
ord-e06d16bc25864c02898cbe605aace15a
Source dataset
uspto-grants-1995_11
Patent number
US05464826

Reaction notes

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