Sodium methanolate methanol → HCID 86749341, compound

HRID 1440220Notes

Reaction equation

HRID 1440220 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:46]([CH2:47][OH:48])[O:45][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][CH3:44])=[CH:34][CH:33]=4)[C@H:29]([OH:49])[C@H:28]3[OH:50])[C@H:20]([OH:51])[C@H:19]2[OH:52])[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:46]([CH2:47][OH:48])[O:45][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][CH3:44])=[CH:36][CH:37]=4)[C@H:29]([OH:49])[C@H:28]3[OH:50])[C@H:20]([OH:51])[C@H:19]2[OH:52])[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 86749342HCID 86749342, compound

Product 1

HCID 86749341HCID 86749341, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.09 g (2.81 mmol) of the p-n-heptylphenyl β-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside peracetate obtained in Example 9 was dissolved in 81 ml of methanol, 42 ml of 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 1.88 g (2.78 mmol) of the desired compound was obtained in 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-7dfd112a1f3f4abca30af03878280b30
Source dataset
uspto-grants-1996_03
Patent number
US05498602

Reaction notes

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