HCID 67520149, compound → HCID 42623934, compound

HRID 1925519Notes

Reaction equation

HRID 1925519 reaction equation
[C:1]12([CH2:11][CH2:12][O:13][C:14]3[CH:15]=[C:16]([CH2:20][C@H:21]([NH:23][CH2:24][C@@H:25]([C:27]4[CH:36]=[CH:35][C:34]([O:37]CC5C=CC=CC=5)=[C:33]5[C:28]=4[CH:29]=[CH:30][C:31](=[O:45])[NH:32]5)[OH:26])[CH3:22])[CH:17]=[CH:18][CH:19]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>[Pd]>[C:1]12([CH2:11][CH2:12][O:13][C:14]3[CH:15]=[C:16]([CH2:20][C@H:21]([NH:23][CH2:24][C@@H:25]([C:27]4[CH:36]=[CH:35][C:34]([OH:37])=[C:33]5[C:28]=4[CH:29]=[CH:30][C:31](=[O:45])[NH:32]5)[OH:26])[CH3:22])[CH:17]=[CH:18][CH:19]=3)[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

3

Reactant 1

HCID 67520149HCID 67520149, compound

Product 1

HCID 42623934HCID 42623934, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Obtained from Intermediate 70 (1.58 g, 2.6 mmol) and palladium on charcoal (10%, 0.28 g) by the same procedure described in Example 1 (reaction time: 2 hours). The crude obtained was purified by column chromatography with silica gel, eluting with methylen chloride/methanol (from 98:2 to 9:1) to give the title compound as a solid (0.83 g, 62%).

Workup

  1. customdescribed in Example 1 (reaction time: 2 hours)
  2. customThe crude obtained
  3. customwas purified by column chromatography with silica gel
  4. washeluting with methylen chloride/methanol (from 98:2 to 9:1)

Sources & evidence

ORD record
ord-455b69089fda47bda2ea917c90ec6ca4
Source dataset
uspto-grants-2012_05
Patent number
US08178679B2

Reaction notes

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