Water → HCID 135749800, compound

HRID 326574Notes

Reaction equation

HRID 326574 reaction equation
[CH2:1]([S:8][C:9]1[N:17]=[C:16]2[C:12]([NH:13][CH:14]=[N:15]2)=[C:11]([OH:18])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:26](Cl)([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.O>CN(C)C=O>[CH2:1]([S:8][C:9]1[NH:10][C:11](=[O:18])[C:12]2[NH:13][CH2:14][N:15]([C:26]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[C:16]=2[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178518538HCID 178518538, compound

Product 1

HCID 135749800HCID 135749800, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.00 g (3.88 mmol) of 2-benzylthio-6-hydroxypurine was dissolved in 20 ml of dimethylformamide and 0.816 ml (5.82 mmol) of triethylamine was added to the solution. Under ice cooling, 1.62 g (5.82 mmol) of tritylchloride was added to the mixture following stirring at room temperature overnight. After 400 ml of water was added, a precipitate was collected by filtration and washed with n-hexane and with ethyl acetate. Recrystallization from ethanol afforded 0.785 g (yield, 40%) of Compound o as a white powder.

Workup

  1. filtrationa precipitate was collected by filtration
  2. washwashed with n-hexane and with ethyl acetate
  3. customRecrystallization from ethanol
  4. customafforded

Sources & evidence

ORD record
ord-cdbb6f6956854cf991d39c0099472053
Source dataset
uspto-grants-1993_12
Patent number
US05270316

Reaction notes

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