HCID 49764311, compound → HCID 49764433, compound

HRID 1182678Notes

Reaction equation

HRID 1182678 reaction equation
[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:40])[C@@H:15]([NH:21][C:22]([C:24]2[N:25]=[C:26]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[S:27][C:28]=2/[CH:29]=[CH:30]/[C:31]([OH:33])=[O:32])=[O:23])[CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH2:10][CH2:9]1)=[O:7])[CH2:2][CH2:3][CH3:4]>CO.[Pd]>[CH2:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:40])[C@@H:15]([NH:21][C:22]([C:24]2[N:25]=[C:26]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[S:27][C:28]=2[CH2:29][CH2:30][C:31]([OH:33])=[O:32])=[O:23])[CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH2:10][CH2:9]1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 49764311HCID 49764311, compound

Product 1

HCID 49764433HCID 49764433, compoundYield 33.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of Example 19 (53 mg) and Pd/C (10%, 62 mg) in MeOH (2 mL) was stirred at RT under H2 atmosphere until reaction completion. The reaction mixture was filtrated over celite and the filtrate evaporated to dryness. Preparative HPLC (I) gave 18 mg of the desired product as yellow foam.

Workup

  1. filtrationThe reaction mixture was filtrated over celite
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-be0401f095054d06816e3dd8a7157f51
Source dataset
uspto-grants-2014_03
Patent number
US08664203B2

Reaction notes

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