HCID 53887326, compound → HCID 54498236, compound

HRID 2288277Notes

Reaction equation

HRID 2288277 reaction equation
[OH:1][CH:2](CO)[CH2:3][O:4][CH:5]1[O:9][CH:8]([N:10]2[CH:18]=[C:16]([CH3:17])[C:14](=[O:15])[N:13]([CH2:19][C:20](=[O:27])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:11]2=[O:12])[CH2:7][CH:6]1[O:28][C:29](=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>C1COCC1.O>[CH:2]([CH2:3][O:4][CH:5]1[O:9][CH:8]([N:10]2[CH:18]=[C:16]([CH3:17])[C:14](=[O:15])[N:13]([CH2:19][C:20](=[O:27])[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:11]2=[O:12])[CH2:7][CH:6]1[O:28][C:29](=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:1]

Participants

3

Reactant 1

HCID 53887326HCID 53887326, compound

Product 1

HCID 54498236HCID 54498236, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

A solution of compound 168 (4.5 g, 2.85 mmol) and NaIO4 (0.78 g, 3.66 mmol) in 1:1 THF/H2O (120 mL) was stirred at RT for 2 hrs. The solvent was evaporated under vacuum and the residue was purified by silica gel chromatography (CHCl3 /MeOH, 20:1→10:1) to give 1.31 g of the title compound as a white foam.

Workup

  1. customThe solvent was evaporated under vacuum
  2. customthe residue was purified by silica gel chromatography (CHCl3 /MeOH, 20:1→10:1)

Sources & evidence

ORD record
ord-dce83fd3132a4ef9ac316fcda6395d4d
Source dataset
uspto-grants-2000_07
Patent number
US06087482

Reaction notes

Loading…