Ninhydrin → Afegostat

HRID 251523Notes

Reaction equation

C(O)(C)C.[OH2:5].[NH4+:6].[OH-].C1C=[C:12]2[C:14]([C:16]([OH:20])(O)[C:17](=[O:18])[C:11]2=[CH:10]C=1)=O>>[CH2:10]1[NH:6][CH2:14][C@@H:16]([OH:20])[C@H:17]([OH:18])[C@H:11]1[CH2:12][OH:5]

Participants

Reactant 2

HCID 10236Ninhydrin

HCID 19893943isopropanol water NH4OH

Product 1

HCID 447607Afegostat

Procedure

TLC was performed on the different fractions (silica gel, isopropanol:water:NH4OH (7:2:1) and detection was via imino sugar and ninhydrin spray. Fractions testing positive with the imino-sugar sprays were analyzed to determine purity, then combined and lyophilized for 72 hours.

Sources & evidence

ORD record: ord-b34faf392972407d9d60c6902f4f0697
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07863453B2

Reaction notes

Loading…