Sodium methanolate methanol → HCID 86749339, compound

HRID 1440219Notes

Reaction equation

HRID 1440219 reaction equation
C(OO)(=O)C.[C@@H:6]1([O:17][C@H:18]2[C@@H:23]([CH2:24][OH:25])[O:22][C@@H:21]([O:26][C@@H:27]3[C@@H:47]([CH2:48][OH:49])[O:46][C@@H:30]([O:31][C:32]4[CH:37]=[CH:36][C:35]([CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])=[CH:34][CH:33]=4)[C@H:29]([OH:50])[C@H:28]3[OH:51])[C@H:20]([OH:52])[C@H:19]2[OH:53])[O:14][C@H:13]([CH2:15][OH:16])[C@H:11]([OH:12])[C@H:9]([OH:10])[C@H:7]1[OH:8].CO.C[O-].[Na+]>CO>[C@@H:6]1([O:17][C@H:18]2[C@@H:23]([CH2:24][OH:25])[O:22][C@@H:21]([O:26][C@@H:27]3[C@@H:47]([CH2:48][OH:49])[O:46][C@@H:30]([O:31][C:32]4[CH:33]=[CH:34][C:35]([CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])=[CH:36][CH:37]=4)[C@H:29]([OH:50])[C@H:28]3[OH:51])[C@H:20]([OH:52])[C@H:19]2[OH:53])[O:14][C@H:13]([CH2:15][OH:16])[C@H:11]([OH:12])[C@H:9]([OH:10])[C@H:7]1[OH:8]

Participants

4

Reactant 2

HCID 23694274Sodium methanolate methanolHCID 86749338HCID 86749338, compound

Product 1

HCID 86749339HCID 86749339, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.322 g (0.29 mmol) of the p-n-octylphenyl β-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside peracetate obtained in Example 8 was dissolved in 11 ml of methanol, 4.7 ml of a 0.1N sodium methoxide methanol solution was added to this at room temperature, and this was reacted for 7 hours. After the termination of the reaction, the ion-exchanging resin Amberlite IR120 (H+ -type) was added, this was agitated for 1 hour, and 0.191 g (0.28 mmol) of the desired compound was obtained in the powdered form by means of filtering and concentration.

Workup

  1. customthis was reacted for 7 hours
  2. customAfter the termination of the reaction
  3. additionthe ion-exchanging resin Amberlite IR120 (H+ -type) was added

Sources & evidence

ORD record
ord-e7146bdae006478eacaed9fbce95f7a7
Source dataset
uspto-grants-1996_03
Patent number
US05498602

Reaction notes

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