Sodium Methoxide → HCID 86752792, compound

HRID 964404Notes

Reaction equation

HRID 964404 reaction equation
[CH2:1]([C@@:8]1([O:22][C@H:21]([CH2:23][O:24]C(=O)C)[C@@H:16]([O:17]C(=O)C)[C@H:11]([O:12]C(=O)C)[C@H:10]1[NH:28][C:29]([C:31]1[CH:40]=[CH:39][C:38]2[C:33](=[CH:34][CH:35]=[C:36]([C:41]([NH:43][C@@H:44]3[C@@H:50]([O:51]C(=O)C)[C@H:49]([O:55]C(=O)C)[C@@H:48]([CH2:59][O:60]C(=O)C)[O:47][C@:45]3([CH2:64][C:65]3[CH:70]=[CH:69][CH:68]=[CH:67][CH:66]=3)[OH:46])=[O:42])[CH:37]=2)[CH:32]=1)=[O:30])[OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O-].[Na+]>CO.O1CCOCC1>[CH2:64]([C@@:45]1([O:47][C@H:48]([CH2:59][OH:60])[C@@H:49]([OH:55])[C@H:50]([OH:51])[C@H:44]1[NH:43][C:41]([C:36]1[CH:35]=[CH:34][C:33]2[C:38](=[CH:39][CH:40]=[C:31]([C:29]([NH:28][C@@H:10]3[C@@H:11]([OH:12])[C@H:16]([OH:17])[C@@H:21]([CH2:23][OH:24])[O:22][C@:8]3([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[OH:9])=[O:30])[CH:32]=2)[CH:37]=1)=[O:42])[OH:46])[C:65]1[CH:70]=[CH:69][CH:68]=[CH:67][CH:66]=1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 86752793HCID 86752793, compound

Product 1

HCID 86752792HCID 86752792, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 1.0 g of (naphthalene-2,6-dicarboxylic acid bis- [(benzyl 3,4,6-tri-O-acetyl-2-desoxy-α-D-glucopyranosid-2-yl)-amide] in 20 ml of methanol and 20 ml of dioxan was stirred at room temperature for 18 hours with ml of a 0.3M sodium methanolate solution. The resulting precipitate was washed with methanol, dioxan and ether, dried and gave naphthalene-2,6-dicarboxylic acid bis-[(benzyl 2-desoxy-α-D-glucopyranosid-2-yl)-amide], MS: m/z 717.2 ([M-H]-).

Workup

  1. washThe resulting precipitate was washed with methanol, dioxan and ether
  2. customdried

Sources & evidence

ORD record
ord-f2bf047fd771490b9aba572ce7ecedf1
Source dataset
uspto-grants-1998_06
Patent number
US05767268

Reaction notes

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