HCID 22748561, compound → HCID 22748559, compound

HRID 1390206Notes

Reaction equation

HRID 1390206 reaction equation
[OH:1][CH:2]([CH2:17][CH3:18])[CH:3]([N:9]1[CH:12](Cl)[C:11]([Cl:15])([Cl:14])[C:10]1=[O:16])[C:4]([O:6][CH2:7][CH3:8])=[O:5]>C(Cl)Cl.[B-](F)(F)(F)F.[Ag+]>[Cl:14][C:11]1([Cl:15])[C:10](=[O:16])[N:9]2[CH:12]1[O:1][CH:2]([CH2:17][CH3:18])[CH:3]2[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 1

HCID 22748561HCID 22748561, compound

Product 1

HCID 22748559HCID 22748559, compound

Reagents, catalysts & solvents 2

HCID 159722Silver tetrafluoroborateCatalystHCID 6344DichloromethaneSolvent

Procedure

All of the material produced in (g) was dissolved in methylene chloride (3 ml). To this solution was added AgBF4 (0.074 g) and Ag2O (0.44g). After stirring for 1/2 hour the suspension was filtered and the filtrate washed with NaHCO3 and water, dried and evaporated. Chromatography of the residue yielded the title compound (e17) (0.025 g), which was a mixture of the compound with the (2RS, 3SR, 5RS) stereochemistry and also the compound (2RS, 3SR, 5SR) stereochemistry in the ratio of 10:1.

Workup

  1. filtrationwas filtered
  2. washthe filtrate washed with NaHCO3 and water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-d79a05e33eea41e9a5430a30e052dbb2
Source dataset
uspto-grants-1979_02
Patent number
US04138403

Reaction notes

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