Hydrochloric Acid → HCID 67726376, compound

HRID 1941453Notes

Reaction equation

HRID 1941453 reaction equation
[CH3:1][C:2](=[CH:32][O:33]C)[C:3]([N:5]([CH2:9][C@@H:10]1[O:22][C@H:21]([CH2:23][O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C@@H:12]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11]1)[C:6]([NH2:8])=[O:7])=O.Cl>C(O)(=O)C>[CH2:25]([O:24][C@@H:23]1[C@@H:21]([CH2:12][O:13][CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[O:22][C@@H:10]([CH2:9][N:5]2[CH:3]=[C:2]([CH3:1])[C:32](=[O:33])[NH:8][C:6]2=[O:7])[CH2:11]1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86751790HCID 86751790, compound

Product 1

HCID 67726376HCID 67726376, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1-[N-(2-methyl-3-methoxypropenoyl)ureido]-2,5-anhydro-4,6-di -O-benzyl-1,3-dideoxy-D-allitol (2.3 g) was stirred in acetic acid (36 ml)--concentrated hydrochloric acid (3.6 ml) at room temperature overnight. This reaction mixture was concentrated and the residue was purified by silica gel column chromatography (chloroform→1% methanol/chloroform) to provide 1.6 g of the desirable compound as pale-yellow oily substance.

Workup

  1. customat room temperature
  2. customovernight
  3. concentrationThis reaction mixture was concentrated
  4. customthe residue was purified by silica gel column chromatography (chloroform→1% methanol/chloroform)

Sources & evidence

ORD record
ord-4fea1a83bbf349ac8220f2a2d0ffa22a
Source dataset
uspto-grants-1997_12
Patent number
US05703224

Reaction notes

Loading…