HCID 70453473, compound → HCID 13912325, compound

HRID 482945Notes

Reaction equation

HRID 482945 reaction equation
[P:1]([O-:44])([O:37][CH2:38][CH2:39][N+:40]([CH3:43])([CH3:42])[CH3:41])([O:3][CH2:4][CH:5]([O:29]CC1C=CC=CC=1)[CH2:6][O:7][C:8](=[O:28])[NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:2]>C(O)(=O)C.[Pd]>[P:1]([O-:44])([O:37][CH2:38][CH2:39][N+:40]([CH3:43])([CH3:42])[CH3:41])([O:3][CH2:4][CH:5]([OH:29])[CH2:6][O:7][C:8](=[O:28])[NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:2]

Participants

4

Reactant 1

HCID 70453473HCID 70453473, compound

Product 1

HCID 13912325HCID 13912325, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

The benzyl compound (1.4 g) obtained in Example 27 was dissolved in 50 ml of acetic acid and hydrogenated on 100 mg of palladium-on-carbon. Then, the catalyst was removed and the filtrate was concentrated to dryness. The residue was purified by column chromatography on silica gel (15 g) using chloroform-methanol-water (65:25:4) as the eluent to give the above-identified compound.

Workup

  1. customThen, the catalyst was removed
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe residue was purified by column chromatography on silica gel (15 g)
  4. customto give the above-identified compound

Sources & evidence

ORD record
ord-cdec8b82c806463393d7d306b8e97bb2
Source dataset
uspto-grants-1986_03
Patent number
US04576933

Reaction notes

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