Hydrochloric Acid → Neomycin A

HRID 1606390Notes

Reaction equation

HRID 1606390 reaction equation
[CH2:1]1[C@H:6]([NH2:7])[C@@H:5]([O:8][C@H:9]2[O:14][C@H:13]([CH2:15][NH2:16])[C@@H:12]([OH:17])[C@H:11]([OH:18])[C@H:10]2[NH2:19])[C@H:4]([O:20][C@@H]2O[C@H](CO)[C@H](O)[C@H]2O)[C@@H:3]([OH:30])[C@@H:2]1[NH2:31].Cl>CO>[CH2:1]1[C@H:6]([NH2:7])[C@@H:5]([O:8][C@H:9]2[O:14][C@H:13]([CH2:15][NH2:16])[C@@H:12]([OH:17])[C@H:11]([OH:18])[C@H:10]2[NH2:19])[C@H:4]([OH:20])[C@@H:3]([OH:30])[C@@H:2]1[NH2:31]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 73079Xylostasin

Product 1

HCID 72392Neomycin A

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

When xylostasin is subjected to methanolysis with 0.4N HCl in methanol at 22°C for 6 days, methyl D-xyloside and neamine are produced and, when xylostasin is hydrolyzed with 0.5N sulfuric acid at 90°C for 6 hours, D-xylose and neamine are detected in the hydrolyzate.

Sources & evidence

ORD record
ord-89d5381329a94bd9a81babcf7bf681f4
Source dataset
uspto-grants-1976_04
Patent number
US03953293

Reaction notes

Loading…