5-(4-Phthalimidobut-1-yn-1-yl)-2'-deoxvuridine → 5-(4-Phthalimidobut-1-yl)-2'-deoxyuridine

HRID 427234Notes

Reaction equation

HRID 427234 reaction equation
[C:1]1(=[O:31])[N:5]([CH2:6][CH2:7][C:8]#[C:9][C:10]2[C:11](=[O:25])[NH:12][C:13](=[O:24])[N:14]([CH:23]=2)[C@@H:15]2[O:22][C@H:19]([CH2:20][OH:21])[C@@H:17]([OH:18])[CH2:16]2)[C:4](=[O:26])[C:3]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:2]12>CCO.[Ni]>[C:4]1(=[O:26])[N:5]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]2[C:11](=[O:25])[NH:12][C:13](=[O:24])[N:14]([CH:23]=2)[C@@H:15]2[O:22][C@H:19]([CH2:20][OH:21])[C@@H:17]([OH:18])[CH2:16]2)[C:1](=[O:31])[C:2]2=[CH:30][CH:29]=[CH:28][CH:27]=[C:3]12

Participants

4

Reactant 1

HCID 543516515-(4-Phthalimidobut-1-yn-1-yl)-2'-deoxvuridine

Product 1

HCID 543075585-(4-Phthalimidobut-1-yl)-2'-deoxyuridineYield 97%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

1.00 Gram of 5-(4-Phthalimidobut-1-yn-1-yl)-2′-deoxyuridine was dissolved in 95% EtOH and about 3 g of neutral Raney nickel was added. After 48 hours, the catalyst was removed by cautious filtration and the filtrate was evaporated to a solid which was recrystallized from methanol-water to give 960 mg (97%) of the title compound.

Workup

  1. customthe catalyst was removed by cautious filtration
  2. customthe filtrate was evaporated to a solid which
  3. customwas recrystallized from methanol-water

Sources & evidence

ORD record
ord-f678ff06cd824fd3983755b8ca1a4906
Source dataset
uspto-grants-2001_11
Patent number
US06312953B1

Reaction notes

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