HCID 135829458, compound → HCID 135448188, compound

HRID 2287357Notes

Reaction equation

HRID 2287357 reaction equation
[NH2:1][C:2]1[NH:3][C:4](=[O:28])[C:5]2[N:6]=[CH:7][N:8]([CH2:11][O:12][C@H:13]([CH2:19][O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:14][O:15]C(=O)C)[C:9]=2[N:10]=1>N.CO>[NH2:1][C:2]1[NH:3][C:4](=[O:28])[C:5]2[N:6]=[CH:7][N:8]([CH2:11][O:12][C@@H:13]([CH2:14][OH:15])[CH2:19][O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:9]=2[N:10]=1

Participants

3

Reactant 1

HCID 135829458HCID 135829458, compound

Product 1

HCID 135448188HCID 135448188, compound

Reagents, catalysts & solvents 1

HCID 21705897Ammonia methanolSolvent

Procedure

A mixture of (R)-2-(2-amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1-acetoxy-3-benzyloxy-propane in 30% ammonia / methanol (1:2) was stirred at ambient temperature for 18 hours. The solvent was evaporated and the residue was triturated with a small amount of methanol. The pale yello solid was collected to give (S)-2-(2-Amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1-benzyloxy-propan-3-ol. The mother liquor was concentrated and the residue recrystallized from hot methanol to give a second crop of the product.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was triturated with a small amount of methanol
  3. customThe pale yello solid was collected

Sources & evidence

ORD record
ord-ab52be3a93f54fd99b7de73b5c0d6a78
Source dataset
uspto-grants-2000_07
Patent number
US06083953

Reaction notes

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