Sodium methanolate methanol → HCID 86749343, compound

HRID 1440221Notes

Reaction equation

HRID 1440221 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]([O: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:37]=[CH:36][C:35]([O: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]

Participants

4

Reactant 2

HCID 23694274Sodium methanolate methanolHCID 86749344HCID 86749344, compound

Product 1

HCID 86749343HCID 86749343, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.91 g (2.61 mmol) of the p-n-heptyloxyphenyl β-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside peracetate obtained in Example 10 was dissolved in 95 ml of methanol, 52 ml of 0.1N sodium methoxide methanol solution was added to this at room temperature, and this was reacted for 11 hours. After the termination of the reaction, the ion-exchange resin Amberlite IR120 (H+ -type) was added, this was agitated for 1 hour, and 1.78 g (2.56 mmol) of the desired compound was obtained in powdered form by means of filtering and concentration.

Workup

  1. customthis was reacted for 11 hours
  2. customAfter the termination of the reaction
  3. additionthe ion-exchange resin Amberlite IR120 (H+ -type) was added

Sources & evidence

ORD record
ord-b63ea2ecfd9c4e6b8ee68a9ac7c71cec
Source dataset
uspto-grants-1996_03
Patent number
US05498602

Reaction notes

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