Sodium → HCID 18595878, compound

HRID 2413042Notes

Reaction equation

HRID 2413042 reaction equation
C([O:4][C@H:5]1[C@H:18]([O:19]C(=O)C)[C@@H:17]([CH2:23][O:24]C(=O)C)[O:16][C@@H:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C@@H:6]1[NH:28][C:29](=[O:45])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])(=O)C.[Na]>CO>[C:29]([NH:28][C@@H:6]1[C@@H:5]([OH:4])[C@H:18]([OH:19])[C@@H:17]([CH2:23][OH:24])[O:16][C@H:7]1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:45])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 18595879HCID 18595879, compound2×

Product 1

HCID 18595878HCID 18595878, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 5 grams of benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-palmitamido-β-D-glucopyranoside (Compound 1b) in 140 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 rotary evaporator to yield the desired product in the form of a gelatinous solid which was stored in an evacuated oven at 70° C. overnight.

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 rotary evaporator

Sources & evidence

ORD record
ord-a8aa80826d5f4d28b17f144591358f87
Source dataset
uspto-grants-1985_01
Patent number
US04495346

Reaction notes

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