Triacetoxyperiodinane → HCID 66811087, compound

HRID 1666151Notes

Reaction equation

HRID 1666151 reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[F:23][C:24]1[C:29]([F:30])=[CH:28][CH:27]=[CH:26][C:25]=1[C@@H:31]1[CH2:42][CH2:41][C@@H:40]([OH:43])[C:34]2=[N+:35]([O-:39])[CH:36]=[CH:37][CH:38]=[C:33]2[CH2:32]1>C(Cl)Cl>[F:23][C:24]1[C:29]([F:30])=[CH:28][CH:27]=[CH:26][C:25]=1[C@@H:31]1[CH2:42][CH2:41][C:40](=[O:43])[C:34]2=[N+:35]([O-:39])[CH:36]=[CH:37][CH:38]=[C:33]2[CH2:32]1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 66811007HCID 66811007, compound

Product 1

HCID 66811087HCID 66811087, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dess-MartinPeriodinane (1.227 g, 2.89 mmol) was added to the CH2Cl2 (8 mL) solution of (6R,9R)-6-(2,3-difluorophenyl)-9-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine 1-oxide (0.7662 g, 2.63 mmol) at rt. The reaction was stirred at rt for 1 hour. The reaction was directly load to a column and separated with 10% methanol in CH2Cl2 (0 to 10% gradient) (0.54 g, 42%). MS(ESI)[M+H+]=290.03.

Workup

  1. customseparated with 10% methanol in CH2Cl2 (0 to 10% gradient) (0.54 g, 42%)

Sources & evidence

ORD record
ord-26f11cadca0b445997a059d5ffdaf3fe
Source dataset
uspto-grants-2011_10
Patent number
US08044043B2

Reaction notes

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