Aluminium lithium hydride → N9-phenethyl-8-hydroxymethyladenine

HRID 1594608Notes

Reaction equation

HRID 1594608 reaction equation
[CH2:1]([N:9]1[C:17]([C:18](OC)=[O:19])=[N:16][C:15]2[C:10]1=[N:11][CH:12]=[N:13][C:14]=2[NH2:22])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:1]([N:9]1[C:17]([CH2:18][OH:19])=[N:16][C:15]2[C:10]1=[N:11][CH:12]=[N:13][C:14]=2[NH2:22])[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 42637713N9-phenethyl-8-methoxycarbonyladenine

Product 1

HCID 42637018N9-phenethyl-8-hydroxymethyladenine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of N9-phenethyl-8-methoxycarbonyladenine (1 mmol) in tetrahydrofuran was treated with lithium aluminum hydride (1 mmol) at 0° C. for 1 h. Extraction and chromatography gave N9-phenethyl-8-hydroxymethyl-adenine as a white solid. TLC: Rf=0.31, 10% MeOH—CH2Cl2.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-ca9ecbfe7b2d49d98e6758dad26748b4
Source dataset
uspto-grants-2001_09
Patent number
US06284748B1

Reaction notes

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