HCID 16162210, compound → HCID 22824098, compound

HRID 435511Notes

Reaction equation

HRID 435511 reaction equation
C([O:4][C@@H:5]1[C@@H:10]([O:11]C(=O)C)[C@H:9]([O:15][C@H:16]2[O:33][C@H:32]([CH2:34][O:35]C(=O)C)[C@@H:27]([O:28]C(=O)C)[C@H:22]([O:23]C(=O)C)[C@H:17]2[O:18]C(=O)C)[C@@H:8]([CH2:39][O:40]C(=O)C)[O:7][C@H:6]1[O:44][C:45]1[CH:50]=[CH:49][C:48]([NH:51][C:52](=[O:108])[CH2:53][CH2:54][C:55]([NH:57][C:58]2[CH:63]=[CH:62][C:61]([O:64][C@@H:65]3[O:102][C@H:101]([CH2:103][O:104]C(=O)C)[C@@H:76]([O:77][C@H:78]4[O:95][C@H:94]([CH2:96][O:97]C(=O)C)[C@@H:89]([O:90]C(=O)C)[C@H:84]([O:85]C(=O)C)[C@H:79]4[O:80]C(=O)C)[C@H:71]([O:72]C(=O)C)[C@H:66]3[O:67]C(=O)C)=[CH:60][CH:59]=2)=[O:56])=[CH:47][CH:46]=1)(=O)C>CO.N>[C@H:78]1([O:77][C@@H:76]2[C@@H:101]([CH2:103][OH:104])[O:102][C@@H:65]([O:64][C:61]3[CH:62]=[CH:63][C:58]([NH:57][C:55](=[O:56])[CH2:54][CH2:53][C:52]([NH:51][C:48]4[CH:47]=[CH:46][C:45]([O:44][C@@H:6]5[O:7][C@H:8]([CH2:39][OH:40])[C@@H:9]([O:15][C@H:16]6[O:33][C@H:32]([CH2:34][OH:35])[C@@H:27]([OH:28])[C@H:22]([OH:23])[C@H:17]6[OH:18])[C@H:10]([OH:11])[C@H:5]5[OH:4])=[CH:50][CH:49]=4)=[O:108])=[CH:59][CH:60]=3)[C@H:66]([OH:67])[C@H:71]2[OH:72])[O:95][C@H:94]([CH2:96][OH:97])[C@@H:89]([OH:90])[C@H:84]([OH:85])[C@H:79]1[OH:80]

Participants

4

Reactant 1

HCID 16162210HCID 16162210, compound

Product 1

HCID 22824098HCID 22824098, compound

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

A 3.0 g portion of N,N'-bis[4-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyloxy]phenyl]butanediamide was dissolved in a 0° C. solution of 50 ml of methanol saturated with ammonia. The solution was allowed to stand at room temperature, under an inert atmosphere, for 18 hours, then was evaporated. The residue was crystallized from methanol/water to yield 1.35 g of the title compound as a dihydrate, m.p. 190°-200° C.

Workup

  1. customwas evaporated
  2. customThe residue was crystallized from methanol/water

Sources & evidence

ORD record
ord-8b6279b06ea74e0fbdc17bba06089e05
Source dataset
uspto-grants-1983_08
Patent number
US04401661

Reaction notes

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