HCID 6479134, compound → HCID 10125531, compound

HRID 552062Notes

Reaction equation

HRID 552062 reaction equation
[C:1](/[CH:5]=[CH:6]/[C:7]1[C:8](=[O:22])[NH:9][C:10](=[O:21])[N:11]([CH:20]=1)[C@@H:12]1[O:19][C@H:16]([CH2:17][OH:18])[C@@H:14]([OH:15])[CH2:13]1)([O:3]C)=[O:2]>[OH-].[Na+]>[C:1](/[CH:5]=[CH:6]/[C:7]1[C:8](=[O:22])[NH:9][C:10](=[O:21])[N:11]([CH:20]=1)[C@@H:12]1[O:19][C@H:16]([CH2:17][OH:18])[C@@H:14]([OH:15])[CH2:13]1)([OH:3])=[O:2]

Participants

3

Reactant 1

HCID 6479134HCID 6479134, compound

Product 1

HCID 10125531HCID 10125531, compoundYield 77.1%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

(E)-5-(2-carbomethoxyvinyl)-2′-deoxyuridine (6.0 g, 19.33 mmol) was dissolved in 300 mL of 1 M NaOH and the mixture stirred at room temperature for 3 hrs, filtered and the filtrate adjusted to pH 2 with 1M HCl. On cooling at 4° C. a white precipitate formed. This was filtered off and washed with cold water (2×20 ml) and acetone (2×20 mL) and dred to give a white solid (4.441 g, yield 77.1%).

Workup

  1. filtrationfiltered
  2. temperatureOn cooling at 4° C. a white precipitate
  3. customformed
  4. filtrationThis was filtered off
  5. washwashed with cold water (2×20 ml) and acetone (2×20 mL)

Sources & evidence

ORD record
ord-c4e67c4c18e34907b0d86387532d49a1
Source dataset
uspto-grants-2011_05
Patent number
US07951787B2

Reaction notes

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