Sodium Hydroxide → HCID 86595831, compound

HRID 1735956Notes

Reaction equation

HRID 1735956 reaction equation
C[O:2][C:3](=[O:29])[CH2:4][N:5]([CH2:18][CH2:19][CH2:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:6](=[O:17])[CH2:7][N:8]1[CH:16]=[C:14]([CH3:15])[C:12](=[O:13])[NH:11][C:9]1=[O:10].[OH-].[Na+]>CO>[C:22]([NH:21][CH2:20][CH2:19][CH2:18][N:5]([C:6](=[O:17])[CH2:7][N:8]1[CH:16]=[C:14]([CH3:15])[C:12](=[O:13])[NH:11][C:9]1=[O:10])[CH2:4][C:3]([OH:29])=[O:2])([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69790386N-(N-Boc-3-aminopropyl)-N-[(1-thyminyl)acetyl]glycine methyl ester

Product 1

HCID 86595831HCID 86595831, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(N'-Boc-3'-aminopropyl)-N-[(1-thyminyl)acetyl]glycine methyl ester (3.02 g, 0.00732 mol) was dissolved in methanol (25 ml) and stirred for 1.5 h with 2M sodium hydroxide (25 ml). The methanol was removed by evaporation, in vacuo, and pH adjusted to 2 with 4M hydrochloric acid at 0° C. The product was isolated as white crystals by filtration, washed with water (3×10 ml), and dried over sicapent, in vacuo. Yield 2.19 g (75%). Anal. for C17H26N4O7, H2O, found (calc.) C: 49.95 (49.03) H: 6.47 (6.29) N: 13.43 (13.45). The compound showed satisfactory 1H and 13C-NMR spectra.

Workup

  1. customThe methanol was removed by evaporation, in vacuo
  2. custompH adjusted to 2 with 4M hydrochloric acid at 0° C
  3. customThe product was isolated as white crystals by filtration
  4. washwashed with water (3×10 ml)
  5. customdried over sicapent, in vacuo

Sources & evidence

ORD record
ord-0bddb0648ac149e197027572fd615612
Source dataset
uspto-grants-1996_07
Patent number
US05539082

Reaction notes

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