N-Methyl-D-glucamine → HCID 69001639, compound

HRID 735921Notes

Reaction equation

HRID 735921 reaction equation
[CH3:1][NH:2][CH2:3][C@@H:4]([C@H:6]([C@@H:8]([C@@H:10]([CH2:12][OH:13])[OH:11])[OH:9])[OH:7])[OH:5].[CH2:14]([O:26][C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:30]([CH2:37][N:38]([C:50](=[O:54])[C:51]([OH:53])=[O:52])[CH2:39][C:40]2[CH:45]=[CH:44][C:43]([C:46]([F:49])([F:48])[F:47])=[CH:42][CH:41]=2)=[CH:29][CH:28]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>>[CH3:1][NH:2][CH2:3][C@@H:4]([C@H:6]([C@@H:8]([C@@H:10]([CH2:12][OH:13])[OH:11])[OH:9])[OH:7])[OH:5].[CH2:14]([O:26][C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:30]([CH2:37][N:38]([C:50](=[O:54])[C:51]([OH:53])=[O:52])[CH2:39][C:40]2[CH:41]=[CH:42][C:43]([C:46]([F:47])([F:48])[F:49])=[CH:44][CH:45]=2)=[CH:29][CH:28]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

3

Reactant 2

HCID 8567N-Methyl-D-glucamineHCID 16041541HCID 16041541, compound

Product 1

HCID 69001639HCID 69001639, compoundYield 68%

Procedure

The same procedure as employed in the preparation of Example 2 but using N-methyl-D-glucamine and {{[4-(dodecyloxy)-1-naphthyl]methyl}[4-(trifluoromethyl)benzyl]amino}(oxo)acetic acid gave the title compound as a pink solid (68%). M−(LC/MS(ESI)): 570.3. HPLC (Condition A), Rt: 6.45 min (HPLC purity: 99.7%). Analysis calculated for C33H40F3NO4.C7H17NO5▪1.5H2O: C, 60.52; H, 7.62; N, 3.53%. Found: C, 60.71; H, 7.50; N, 3.56%.

Workup

  1. customThe same procedure as employed in the preparation of Example 2

Sources & evidence

ORD record
ord-54db60d87cf548539797142739df1d35
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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