HCID 69065520, compound → HCID 68571703, compound

HRID 1432090Notes

Reaction equation

HRID 1432090 reaction equation
[CH2:1]([NH:5][C:6](=[O:33])[C@H:7]([CH3:32])[CH2:8][C@@H:9]([C@@H:11]1[CH2:26][C@H:25]([CH3:27])[CH2:24][CH2:23][CH:22]=[CH:21][CH2:20][CH2:19][CH2:18][CH2:17][S:16](=[O:29])(=[O:28])[CH2:15][C@@H:14]([CH3:30])[C:13](=[O:31])[NH:12]1)[OH:10])[CH2:2][CH2:3][CH3:4]>CO.[Pd]>[CH2:1]([NH:5][C:6](=[O:33])[C@H:7]([CH3:32])[CH2:8][C@@H:9]([C@@H:11]1[CH2:26][C@H:25]([CH3:27])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][S:16](=[O:28])(=[O:29])[CH2:15][C@@H:14]([CH3:30])[C:13](=[O:31])[NH:12]1)[OH:10])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 69065520HCID 69065520, compound

Product 1

HCID 68571703HCID 68571703, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 74 mg (0.15 mmol) (2R,4S)-N-butyl-4-(-(3S,6S,8R)-3,8-dimethyl-1,1,4-trioxo-1lambda*6*-thia-5-aza-cyclohexadec-11-en-6-yl)-4-hydroxy-2-methyl-butyramide in 5 ml MeOH is stirred in the presence of 20 mg 10% Pd—C under a hydrogen atmosphere for 1 h. The mixture is filtered over a pad of celite and the solvent evaporated. The residue is crystallized from toluene and the title compound is isolated as a white powder.

Workup

  1. filtrationThe mixture is filtered over a pad of celite
  2. customthe solvent evaporated
  3. customThe residue is crystallized from toluene

Sources & evidence

ORD record
ord-52172151233b4b859b850744e7d32073
Source dataset
uspto-grants-2009_11
Patent number
US07612055B2

Reaction notes

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