HCID 68467467, compound → HCID 68468089, compound

HRID 502535Notes

Reaction equation

HRID 502535 reaction equation
[CH2:1]([O:8][P:9]([O:44]CC)([O:11][CH:12]([O:14][C:15](=[O:43])[N:16]([C:40](=[O:42])[CH3:41])[CH2:17][C@@H:18]1[O:22][C:21](=[O:23])[N:20]([C:24]2[CH:29]=[CH:28][C:27]([N:30]3[CH2:37][C:36]4[C:32](=[N:33][N:34]([CH3:38])[CH:35]=4)[CH2:31]3)=[C:26]([F:39])[CH:25]=2)[CH2:19]1)[CH3:13])=[O:10])[C:2]1C=CC=CC=1.[H][H]>CO.[Pd]>[CH2:1]([O:8][P:9]([OH:44])([O:11][CH:12]([O:14][C:15](=[O:43])[N:16]([C:40](=[O:42])[CH3:41])[CH2:17][C@@H:18]1[O:22][C:21](=[O:23])[N:20]([C:24]2[CH:29]=[CH:28][C:27]([N:30]3[CH2:37][C:36]4[C:32](=[N:33][N:34]([CH3:38])[CH:35]=4)[CH2:31]3)=[C:26]([F:39])[CH:25]=2)[CH2:19]1)[CH3:13])=[O:10])[CH3:2]

Participants

5

Reactant 2

HCID 68467467HCID 68467467, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68468089HCID 68468089, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 20b (1 equiv.) in methanol is passed through an “H-cube” hydrogenator equipped with a 10% Pd on carbon cartridge under 30 bar of hydrogen at a flow rate of 1 mL/min. The reaction mixture is concentrated in vacuo and purified directly by HPLC (C-18 column, 5-55% gradient elution, MeCN:H2O) to give the title compound. Theoretical MS 570 (M+1)+

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. custompurified directly by HPLC (C-18 column, 5-55% gradient elution, MeCN:H2O)

Sources & evidence

ORD record
ord-67ae512f26cc4fbbb20c3a493aae7349
Source dataset
uspto-grants-2010_08
Patent number
US07776855B2

Reaction notes

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