Mannitol → Mannitol

HRID 469267Notes

Reaction equation

HRID 469267 reaction equation
[NH2:1][C:2]1[NH:7][C:6]2[NH:8][CH:9]=[C:10]([CH2:11][CH2:12][C:13]3[CH:30]=[CH:29][C:16]([C:17]([NH:19][C@H:20]([C:26]([OH:28])=[O:27])[CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[O:18])=[CH:15][CH:14]=3)[C:5]=2[C:4](=[O:31])[N:3]=1.[OH-].[Na+:33].[CH2:34]([OH:45])[C@H:35]([C@H:37]([C@@H:39]([C@@H:41]([CH2:43][OH:44])[OH:42])[OH:40])[OH:38])[OH:36]>O>[Na+:33].[Na+:33].[NH2:1][C:2]1[NH:7][C:6]2[NH:8][CH:9]=[C:10]([CH2:11][CH2:12][C:13]3[CH:14]=[CH:15][C:16]([C:17]([NH:19][C@H:20]([C:26]([O-:28])=[O:27])[CH2:21][CH2:22][C:23]([O-:25])=[O:24])=[O:18])=[CH:29][CH:30]=3)[C:5]=2[C:4](=[O:31])[N:3]=1.[CH2:43]([OH:44])[C@H:41]([C@H:39]([C@@H:37]([C@@H:35]([CH2:34][OH:45])[OH:36])[OH:38])[OH:40])[OH:42]

Participants

6

Reactant 3

HCID 6251MannitolHCID 14798Sodium HydroxideHCID 178508842(2S)-2-[[4-[2-(2-amino-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid

Product 2

HCID 6251MannitolHCID 178508844HCID 178508844, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 grams of N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid (purity 99.6% by HPLC) was dissolved in 1 L of distilled water and 11.698 ml of a 2.0 M solution of sodium hydroxide was added to the solution. Mannitol (10 g) was then added to the solution and dissolved. The solution was then filtered through a bacterial filter and dried in a freeze-drier to afford the title compound as a white solid in mixture with mannitol (15.5 g, purity 99.6% area by HPLC).

Workup

  1. dissolutiondissolved
  2. filtrationThe solution was then filtered through
  3. filtrationa bacterial filter
  4. customdried in a freeze-drier

Sources & evidence

ORD record
ord-10362810e2974bbf9e4c73bcc9232856
Source dataset
uspto-grants-2014_01
Patent number
US08629152B2

Reaction notes

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