HCID 86612905, compound → HCID 178434909, compound

HRID 2112401Notes

Reaction equation

HRID 2112401 reaction equation
[CH3:1][C@@:2]1([OH:24])[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:23]=[C:14]2[CH:15]=[CH:16][C:17]3[C:18](=[O:22])[NH:19][N:20]=[CH:21][C:12]([C:13]=32)=[N:11]1>C(O)C.O=[Pt]=O>[CH3:1][C@@:2]1([OH:24])[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:23]=[C:14]2[CH2:15][CH2:16][C:17]3[C:18](=[O:22])[NH:19][N:20]=[CH:21][C:12]([C:13]=32)=[N:11]1

Participants

4

Reactant 1

HCID 86612905HCID 86612905, compound

Product 1

HCID 178434909HCID 178434909, compoundYield 39.9%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

To a solution of the title product from Example 1 (10 mg, 0.030 mmol) in ethanol (20 mL) was added 1-2 mg PtO2. The reaction vessel was flushed with H2 gas and held at 1 atm of H2 via balloon for 24 hours. The platinum catalyst was filtered and the filtrate was concentrated and the crude product was purified on silica gel methanol/methylene chloride (1:20) as the eluent to afford 4.0 mg of the title compound;

Workup

  1. customThe reaction vessel was flushed with H2 gas
  2. filtrationThe platinum catalyst was filtered
  3. concentrationthe filtrate was concentrated
  4. customthe crude product was purified on silica gel methanol/methylene chloride (1:20) as the eluent

Sources & evidence

ORD record
ord-f4c671df63c7488abb35b8b0245e69e0
Source dataset
uspto-grants-2009_04
Patent number
US07524825B2

Reaction notes

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