HCID 54291668, compound → HCID 9954599, compound

HRID 651336Notes

Reaction equation

HRID 651336 reaction equation
C([O:8][C:9](=[O:37])[C@H:10]([NH:20][S:21]([C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:26][CH:25]=1)(=[O:23])=[O:22])[CH2:11][C:12]([N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13])C1C=CC=CC=1>CCOC(C)=O.[Pd]>[C:31]1([O:30][C:27]2[CH:26]=[CH:25][C:24]([S:21]([NH:20][C@H:10]([CH2:11][C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[O:13])[C:9]([OH:37])=[O:8])(=[O:22])=[O:23])=[CH:29][CH:28]=2)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

4

Reactant 1

HCID 54291668HCID 54291668, compound

Product 1

HCID 9954599HCID 9954599, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of the title C compound, (2R)-(4-phenyloxybenzenesulfonylamino)-4-morpholin-4-yl-4-oxobutyric acid benzyl ester (430 mg, 0.82 mmol) and 10% Pd on carbon (100 mg) in 10 mL of EtOAc is stirred under hydrogen (H2) atmosphere (1 atm) for 2 h. The catalyst is removed by vacuum filtration though celite, and the filtrate is concentrated to afford 330 mg (100%) of (2R)-(4-phenyloxybenzenesulfonylamino)-4-morpholin-4-yl-4-oxobutyric acid as a white solid: m.p. 147-149° C.; ESI-MS 433 (M−−1).

Workup

  1. customThe catalyst is removed by vacuum filtration though celite
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-de9b1ad8225047ba83135af769945220
Source dataset
uspto-grants-2001_08
Patent number
US06277987B1

Reaction notes

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