Boron Trichloride → HCID 178507876, compound

HRID 1636291Notes

Reaction equation

HRID 1636291 reaction equation
C(OC[CH:10]1[CH2:15][O:14][CH:13]([N:16]2[CH:23]=[CH:22][C:20]([NH2:21])=[N:19][C:17]2=[O:18])[CH2:12][S:11]1)C1C=CC=CC=1.B(Cl)(Cl)Cl.CO.C(Cl)Cl.[C:33](=O)(O)[O-:34].[Na+]>C(Cl)Cl>[OH:34][CH2:33][SH:11]1[CH2:10][CH2:15][O:14][CH:13]([N:16]2[CH:23]=[CH:22][C:20]([NH2:21])=[N:19][C:17]2=[O:18])[CH2:12]1

Participants

6

Reactant 4

HCID 25135Boron TrichlorideHCID 516892Sodium BicarbonateHCID 19350832HCID 19350832, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 178507876HCID 178507876, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-78 °C

Procedure

1-(5-benzyloxymethyl-1,4-oxathian-2-yl)cytosine (0.12 g) was dissolved in methylene chloride (10 ml), and the solution was cooled to -78° C. To the solution, 1M boron trichloride solution (3.7 ml) was added dropwise, and the resultant mixture was stirred at the same temperature for 4 hours. Mixed solvent of methanol-methylene chloride (1/1, 8 ml) was added thereto, and sodium bicarbonate was added to neutralize the reaction mixture. Upon raising the temperature of the reaction mixture to room temperature, the solvent was distilled off under reduced pressure to obtain white solid.

Workup

  1. temperatureUpon raising the temperature of the reaction mixture to room temperature
  2. distillationthe solvent was distilled off under reduced pressure
  3. customto obtain white solid

Sources & evidence

ORD record
ord-155e091531e044f5a6eda2f456e34b8f
Source dataset
uspto-grants-2000_03
Patent number
US06034087

Reaction notes

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