HCID 178472442, compound → HCID 178472443, compound

HRID 1086722Notes

Reaction equation

HRID 1086722 reaction equation
[C:1]([O:5][C:6](=[O:39])[CH:7]([CH2:28][C:29]([O:31]CC1C=CC=CC=1)=[O:30])[CH2:8][C:9]1([C:14](=[O:27])[NH:15][C@H:16]2[CH2:21][CH2:20][C@@H:19]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:18][CH2:17]2)[CH2:13][CH2:12][CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2]>O1CCCC1.[Pd]>[C:1]([O:5][C:6](=[O:39])[CH:7]([CH2:28][C:29]([OH:31])=[O:30])[CH2:8][C:9]1([C:14](=[O:27])[NH:15][C@H:16]2[CH2:17][CH2:18][C@@H:19]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:20][CH2:21]2)[CH2:13][CH2:12][CH2:11][CH2:10]1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 178472442HCID 178472442, compound

Product 1

HCID 178472443HCID 178472443, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2-(Benzyloxycarbonylmethyl)-3-{1-[(cis-4-ethoxycarbonylcyclohexyl)carbamoyl]cyclopentyl}propanoic acid t-butyl ester (3.50 g, 6.45 mmole) was dissolved in tetrahydrofuran (100 ml) and stirred with 5% palladium on carbon catalyst (200 mg) at room temperature under hydrogen at 50 p.s.i. (3.5 bar). After 36 hours the catalyst was removed by filtration and the solvent evaporated to give the product as a colourless oil (2.8 g, 96%). Found: C,63.28; H,8.70; N,3.20. C24H39NO7 requires C,63.55; H,8.67; N,3.09%.

Workup

  1. customAfter 36 hours the catalyst was removed by filtration
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-ef254b450faf435c9355234119e8630e
Source dataset
uspto-grants-1991_07
Patent number
US05030654

Reaction notes

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