N-Methyl-D-glucamine → HCID 69001242, compound

HRID 735915Notes

Reaction equation

HRID 735915 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].[CH3:14][C:15]([N:27]([C:51](=[O:55])[C:52]([OH:54])=[O:53])[CH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[O:39][N:38]=[C:37]([CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[N:36]=2)=[CH:31][CH:30]=1)([C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=1)[CH3:16]>>[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].[CH3:14][C:15]([N:27]([C:51](=[O:55])[C:52]([OH:54])=[O:53])[CH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[O:39][N:38]=[C:37]([CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[N:36]=2)=[CH:31][CH:30]=1)([C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:25])([F:26])[F:24])=[CH:19][CH:18]=1)[CH3:16]

Participants

3

Reactant 2

HCID 8567N-Methyl-D-glucamineHCID 16041537HCID 16041537, compound

Product 1

HCID 69001242HCID 69001242, compoundYield 95%

Procedure

The same procedure as employed in the preparation of Example 2 but using N-methyl-D-glucamine and {{1-methyl-1-[4-(trifluoromethyl)phenyl]ethyl}[4-(3-undecyl-1,2,4-oxadiazol-5-yl)benzyl]amino}(oxo)acetic acid gave the title compound as a white powder (95%). M−(LC/MS(ESI)): 586.3. HPLC (Condition A), Rt: 6.22 min (HPLC purity: 99.9%). Analysis calculated for C32H40F3N3O4.C7H17NO5▪1.5H2O: C, 57.84; H, 7.47; N, 6.92%. Found: C, 57.79; H, 7.46; N, 6.88%.

Workup

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

Sources & evidence

ORD record
ord-23c804e93d074b60ad0e38335880a80c
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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