HCID 86629175, compound → HCID 86629174, compound

HRID 2421860Notes

Reaction equation

HRID 2421860 reaction equation
[CH3:1][C:2]([CH3:29])([CH3:28])[C:3]([O:5][NH:6][C@H:7]([C:25]([OH:27])=[O:26])[CH2:8][S:9][C:10]1[C:15]([N+:16]([O-])=O)=[CH:14][CH:13]=[CH:12][C:11]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:4]>[Pd].CO>[NH2:16][C:15]1[C:10]([S:9][CH2:8][C@@H:7]([C:25]([OH:27])=[O:26])[NH:6][O:5][C:3](=[O:4])[C:2]([CH3:28])([CH3:29])[CH3:1])=[C:11]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 86629175HCID 86629175, compound

Product 1

HCID 86629174HCID 86629174, compoundYield 77.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

810 mg of 38 (1.936 mmol), 69.84 mg of Pd/C (10%) and 20 mL of MeOH are hydrogenated at 5 bar for 10 hours at 20° C. in an autoclave. After filtering off the catalyst through Celite, the solvent is evaporated off and 580 mg of expected product 39 are obtained, which product is used directly in the following step.

Workup

  1. filtrationAfter filtering off the catalyst through Celite
  2. customthe solvent is evaporated off

Sources & evidence

ORD record
ord-a4458629736f46388a3a657016c4f48c
Source dataset
uspto-grants-2011_06
Patent number
US07960373B2

Reaction notes

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