Sodium → HCID 18595870, compound

HRID 2413041Notes

Reaction equation

HRID 2413041 reaction equation
C([O:4][C@H:5]1[C@H:14]([O:15]C(=O)C)[C@@H:13]([CH2:19][O:20]C(=O)C)[O:12][C@@H:7]([O:8][CH2:9][CH:10]=[CH2:11])[C@@H:6]1[NH:24][C:25](=[O:41])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])(=O)C.[Na]>CO>[C:25]([NH:24][C@@H:6]1[C@@H:5]([OH:4])[C@H:14]([OH:15])[C@@H:13]([CH2:19][OH:20])[O:12][C@H:7]1[O:8][CH2:9][CH:10]=[CH2:11])(=[O:41])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 18595871HCID 18595871, compound2×

Product 1

HCID 18595870HCID 18595870, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6 grams of allyl 3,4,6-tri-O-acetyl-2-deoxy-2-palmitamido-β-D-glucopyranoside (Compound 1a) in 150 ml. of methanol was refluxed for about 30 minutes after the addition of a piece of sodium metal. A sulfonic cation exchange resin was added to remove the sodium, followed by hot filtration. The filtrate was concentrated on a hot plate and stored overnight in a freezer. It was then filtered to yield the desired compound as a gelatinous solid.

Workup

  1. additionA sulfonic cation exchange resin was added
  2. customto remove the sodium
  3. filtrationfollowed by hot filtration
  4. concentrationThe filtrate was concentrated on a hot plate
  5. filtrationIt was then filtered

Sources & evidence

ORD record
ord-66b3bd36ed8842ad91e56f3ac1d36500
Source dataset
uspto-grants-1985_01
Patent number
US04495346

Reaction notes

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