D-Glucosamine → D-glucosamine 5-methyl-(6R,S)-tetrahydrofolate

HRID 550336Notes

Reaction equation

HRID 550336 reaction equation
[CH3:1][N:2]1[C@H:11]([CH2:12][NH:13][C:14]2[CH:31]=[CH:30][C:17]([C:18](=[O:29])[NH:19][C@H:20]([C:26]([OH:28])=[O:27])[CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:16][CH:15]=2)[CH2:10][NH:9][C:8]2[N:7]=[C:6]([NH2:32])[NH:5][C:4](=[O:33])[C:3]1=2.[OH:34][CH:35]1[O:43][C@H:42]([CH2:44][OH:45])[C@@H:40]([OH:41])[C@H:38]([OH:39])[C@H:36]1[NH2:37]>>[OH:34][CH:35]1[O:43][C@H:42]([CH2:44][OH:45])[C@@H:40]([OH:41])[C@H:38]([OH:39])[C@H:36]1[NH2:37].[CH3:1][N:2]1[C@H:11]([CH2:12][NH:13][C:14]2[CH:15]=[CH:16][C:17]([C:18](=[O:29])[NH:19][C@H:20]([C:26]([OH:28])=[O:27])[CH2:21][CH2:22][C:23]([O-:25])=[O:24])=[CH:30][CH:31]=2)[CH2:10][NH:9][C:8]2[N:7]=[C:6]([NH2:32])[NH:5][C:4](=[O:33])[C:3]1=2

Participants

3

Reactant 2

HCID 439213D-GlucosamineHCID 135430866(6r,s)-5-Methyltetrahydrofolic acid

Product 1

HCID 136356796D-glucosamine 5-methyl-(6R,S)-tetrahydrofolateYield 132.5%

Procedure

9.19 g (20 mmol) of 5-methyl-(6R,S)-tetrahydrofolic acid were added portion-wise and completely dissolved in 60 ml of an aqueous solution of D-glucosamine (7.12 g, 40 mmol) stirred under nitrogen. The resulting solution (pH 6.53) was spray-dried, obtaining 16.9 g of the title product.

Workup

  1. dry with materialThe resulting solution (pH 6.53) was spray-dried

Sources & evidence

ORD record
ord-84673e28f0b3451798c24b28fa0f8bb4
Source dataset
uspto-grants-2011_05
Patent number
US07947662B2

Reaction notes

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