Triacetoxyperiodinane → HCID 117706779, compound

HRID 1778558Notes

Reaction equation

HRID 1778558 reaction equation
[CH2:1]([N:8]1[CH:13]2[CH:14]([OH:16])[CH2:15][CH:9]1[CH2:10][CH:11]([C:17]#[N:18])[CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[CH2:1]([N:8]1[CH:13]2[C:14](=[O:16])[CH2:15][CH:9]1[CH2:10][CH:11]([C:17]#[N:18])[CH2:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 117706781HCID 117706781, compound

Product 1

HCID 117706779HCID 117706779, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.8 g of nitrile 150b was dissolved in 10 ml of DCM. Then 3 eq of Dess-Martin reagent was added to the solution and stirred at room temperature overnight. The mixture was filtered and the filtrate was concentrated to give 8-benzyl-6-oxo-8-azabicyclo[3.2.1]octane-3-carbonitrile 150c as a crude product (0.9 g), which was used in the next step without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-49f0659af5c942c68ea5999b8deb67da
Source dataset
uspto-grants-2016_02
Patent number
US09266904B2

Reaction notes

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