HCID 13219107, compound → HCID 53942627, compound

HRID 1995331Notes

Reaction equation

HRID 1995331 reaction equation
C([O:4][C@@H:5]1[C@@H:10]([O:11]C(=O)C)[C@H:9]([O:15]C(=O)C)[C@@H:8]([CH2:19][O:20]C(=O)C)[O:7][C@H:6]1[S:24][C:25]1[CH:30]=[CH:29][C:28]([NH:31][C:32](=[O:69])[CH2:33][CH2:34][CH2:35][C:36]([NH:38][C:39]2[CH:44]=[CH:43][C:42]([S:45][C@@H:46]3[O:63][C@H:62]([CH2:64][O:65]C(=O)C)[C@@H:57]([O:58]C(=O)C)[C@H:52]([O:53]C(=O)C)[C@H:47]3[O:48]C(=O)C)=[CH:41][CH:40]=2)=[O:37])=[CH:27][CH:26]=1)(=O)C>N>[C@@H:6]1([S:24][C:25]2[CH:30]=[CH:29][C:28]([NH:31][C:32](=[O:69])[CH2:33][CH2:34][CH2:35][C:36]([NH:38][C:39]3[CH:40]=[CH:41][C:42]([S:45][C@@H:46]4[O:63][C@H:62]([CH2:64][OH:65])[C@@H:57]([OH:58])[C@H:52]([OH:53])[C@H:47]4[OH:48])=[CH:43][CH:44]=3)=[O:37])=[CH:27][CH:26]=2)[O:7][C@H:8]([CH2:19][OH:20])[C@@H:9]([OH:15])[C@H:10]([OH:11])[C@H:5]1[OH:4]

Participants

3

Reactant 1

HCID 13219107HCID 13219107, compound

Product 1

HCID 53942627HCID 53942627, compoundYield 54.4%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

To 4.0 g of N,N'-bis[4-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thio]phenyl]pentanediamide was added 500 ml of ammonia saturated methanol at 0° C. The solution was kept at 0° C. for 2 hours, then at ambient temperature overnight and taken to dryness in vacuo. The residue was triturated with 20 ml of absolute ethanol and the resulting solid was collected, giving 1.45 g of the desired intermediate as an amorphous solid.

Workup

  1. customat ambient temperature
  2. customovernight
  3. customThe residue was triturated with 20 ml of absolute ethanol
  4. customthe resulting solid was collected

Sources & evidence

ORD record
ord-b3976e5ba84c4b49ac6878eb57acd59f
Source dataset
uspto-grants-1983_09
Patent number
US04404195

Reaction notes

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