Acetic Acid → HCID 54062125, compound

HRID 584225Notes

Reaction equation

HRID 584225 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]([NH:12][C@H:13]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[C:21]([CH3:26])[CH:20]=1)[C:14](OC)=[O:15])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C.C(OC(C)C)(C)C>C(O)(C)C>[CH2:1]([N:8]1[CH2:9][C:10](=[O:11])[NH:12][C@H:13]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[C:21]([CH3:26])[CH:20]=2)[C:14]1=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7914Diisopropyl EtherHCID 54087650HCID 54087650, compound

Product 1

HCID 54062125HCID 54062125, compoundYield 55.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of methyl (2R)-2-[(2-benzylaminoacetyl)amino]-3-(3,4-dimethylphenyl)propionate (2.5 g) and acetic acid (0.2 ml) in isopropyl alcohol (8.8 ml) was stirred for 5 hours under reflux. After being cooled to room temperature, isopropyl ether was added to the mixture. The resulting precipitates were collected by filtration and washed with isopropyl ether to give colorless crystals of (3R)-1-benzyl-3-(3,4-dimethylbenzyl)-2,5-piperazinedione (1.26 g).

Workup

  1. temperatureunder reflux
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. washwashed with isopropyl ether

Sources & evidence

ORD record
ord-b2ddc74f48794211978435cd9a06e892
Source dataset
uspto-grants-2005_08
Patent number
US06924278B2

Reaction notes

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