HCID 178438829, compound → HCID 178438830, compound

HRID 402748Notes

Reaction equation

HRID 402748 reaction equation
[P:1]([O:19][C:20]1[CH:25]=[C:24]([OH:26])[C:23]([C:27]2[N:31]([C:32]3[CH:33]=[C:34]4[C:38](=[CH:39][CH:40]=3)[CH2:37][CH2:36][CH2:35]4)[C:30]([OH:41])=[N:29][N:28]=2)=[CH:22][C:21]=1[CH:42]([CH3:44])[CH3:43])([O:11]CC1C=CC=CC=1)([O:3]CC1C=CC=CC=1)=[O:2]>[Pd].C(O)C>[P:1]([OH:3])([OH:11])([O:19][C:20]1[CH:25]=[C:24]([OH:26])[C:23]([C:27]2[N:31]([C:32]3[CH:33]=[C:34]4[C:38](=[CH:39][CH:40]=3)[CH2:37][CH2:36][CH2:35]4)[C:30]([OH:41])=[N:29][N:28]=2)=[CH:22][C:21]=1[CH:42]([CH3:43])[CH3:44])=[O:2]

Participants

4

Reactant 1

HCID 178438829HCID 178438829, compound

Product 1

HCID 178438830HCID 178438830, compoundYield 86.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 0.15 g (0.24 mmols) of 8 and 25 mg of Pd—C catalyst in 20 mL of anhydrous ethanol was subjected to hydrogenation conditions at 1 atm pressure for 2 h. The catalyst was filtered off and the crude product was reslurried in 98:2 mixture of diethylether:ethanol to afford 90 mg of the phosphate 9 as off white solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. additionthe crude product was reslurried in 98:2 mixture of diethylether

Sources & evidence

ORD record
ord-6dcb7e80bc314be9b32b0c7623579592
Source dataset
uspto-grants-2014_06
Patent number
US08742133B2

Reaction notes

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