HCID 19363652, compound → HCID 19363650, compound

HRID 850636Notes

Reaction equation

HRID 850636 reaction equation
[O:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]([CH:10]([N:15]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][C:23]4[CH:32]=[CH:31][C:30]5[CH2:29][CH2:28][CH2:27][NH:26][C:25]=5[N:24]=4)[C:16]3=[O:33])[CH2:11][C:12]([OH:14])=[O:13])[CH:8]=2)[CH:3]=[CH:2]1>C(O)(=O)C.O=[Pt]=O>[O:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]([CH:10]([N:15]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][C:23]4[CH:32]=[CH:31][C:30]5[CH2:29][CH2:28][CH2:27][NH:26][C:25]=5[N:24]=4)[C:16]3=[O:33])[CH2:11][C:12]([OH:14])=[O:13])[CH:8]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 19363652HCID 19363652, compound

Product 1

HCID 19363650HCID 19363650, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 24-4 (181 mg, 0.38 mmol) in acetic acid (5 mL) was treated with PtO2 (100 mg) and stirred under a hydrogen atmosphere for 1 h. The catalyst was removed by filtration through celite and the residue chromatographed (75% 20:1:1 EtOH/NH4OH/H2O-25% EtOAc) to afford 24-5 as a colorless glass.

Workup

  1. customThe catalyst was removed by filtration through celite
  2. customthe residue chromatographed (75% 20:1:1 EtOH/NH4OH/H2O-25% EtOAc)

Sources & evidence

ORD record
ord-420f6baec5ed40ecb76f4306175c6263
Source dataset
uspto-grants-2000_01
Patent number
US06017926

Reaction notes

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