HCID 86679499, compound → HCID 86679500, compound

HRID 1776544Notes

Reaction equation

HRID 1776544 reaction equation
[NH2:1][C:2](=[O:31])[CH2:3][N:4]([C:9]1[CH:10]=[C:11]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[C:12]([O:14][CH2:15][C:16]([O:18]CC1C=CC=CC=1)=[O:17])=[O:13])[S:5]([CH3:8])(=[O:7])=[O:6]>CO.[Pd]>[NH2:1][C:2](=[O:31])[CH2:3][N:4]([C:9]1[CH:10]=[C:11]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[C:12]([O:14][CH2:15][C:16]([OH:18])=[O:17])=[O:13])[S:5]([CH3:8])(=[O:6])=[O:7]

Participants

4

Reactant 1

HCID 86679499HCID 86679499, compound

Product 1

HCID 86679500HCID 86679500, compoundYield 90.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(benzyloxy)-2-oxoethyl 3-(N-(2-amino-2-oxoethyl)methylsulfonamido)-4-methoxybenzoate (180 mg, 0.400 mmol) was dissolved in MeOH (10 ml), then Pd/C 5% (85 mg, 0.040 mmol) was added. The solution was shaken under hydrogen atmosphere at 35 psi on a Parr apparatus for 30 minutes. The catalyst was filtered off, and the solvent removed under vacuum to give 2-(3-(N-(2-amino-2-oxoethyl)methylsulfonamido)-4-methoxybenzoyloxy)acetic acid (130 mg, 90% yield).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-345e8632ccba4d4d982c704a76e86bd8
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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