Mannitol → Mannitol

HRID 469270Notes

Reaction equation

HRID 469270 reaction equation
[Na+:1].[NH2:2][C:3]1[NH:8][C:7]2[NH:9][CH:10]=[C:11]([CH2:12][CH2:13][C:14]3[CH:31]=[CH:30][C:17]([C:18]([NH:20][C@H:21]([C:27]([O-:29])=[O:28])[CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[O:19])=[CH:16][CH:15]=3)[C:6]=2[C:5](=[O:32])[N:4]=1.[OH-].[Na+].[CH2:35]([OH:46])[C@H:36]([C@H:38]([C@@H:40]([C@@H:42]([CH2:44][OH:45])[OH:43])[OH:41])[OH:39])[OH:37]>O>[Na+:1].[Na+:1].[NH2:2][C:3]1[NH:8][C:7]2[NH:9][CH:10]=[C:11]([CH2:12][CH2:13][C:14]3[CH:15]=[CH:16][C:17]([C:18]([NH:20][C@H:21]([C:27]([O-:29])=[O:28])[CH2:22][CH2:23][C:24]([O-:26])=[O:25])=[O:19])=[CH:30][CH:31]=3)[C:6]=2[C:5](=[O:32])[N:4]=1.[CH2:44]([OH:45])[C@H:42]([C@H:40]([C@@H:38]([C@@H:36]([CH2:35][OH:46])[OH:37])[OH:39])[OH:41])[OH:43]

Participants

6

Reactant 3

HCID 6251MannitolHCID 14798Sodium HydroxideHCID 178508843HCID 178508843, compound

Product 2

HCID 6251MannitolYield 1,499.9%HCID 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 monosodium salt (purity 99.7% by HPLC) are dissolved in 1 L of distilled water and 5.563 ml of a 2.0 M solution of sodium hydroxide is added to the solution. Mannitol (10 g) is then added to the solution and dissolved. The solution is 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 (15.2 g, purity 99.7% area by HPLC).

Workup

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

Sources & evidence

ORD record
ord-618cf960acaf451db4843046533a3237
Source dataset
uspto-grants-2014_01
Patent number
US08629152B2

Reaction notes

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