HCID 13821511, compound → HCID 13821535, compound

HRID 2165560Notes

Reaction equation

HRID 2165560 reaction equation
C([O:8][C:9]([CH2:11][CH2:12][C@H:13]1[NH:18][C:17](=[O:19])[C@@H:16]([CH2:20][C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:23]([CH3:30])[CH:22]=2)[NH:15][C:14]1=[O:31])=[O:10])C1C=CC=CC=1>C(O)C>[C:9]([CH2:11][CH2:12][C@H:13]1[NH:18][C:17](=[O:19])[C@@H:16]([CH2:20][C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:23]([CH3:30])[CH:22]=2)[NH:15][C:14]1=[O:31])([OH:10])=[O:8]

Participants

3

Reactant 1

HCID 13821511HCID 13821511, compound

Product 1

HCID 13821535HCID 13821535, compoundYield 49.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (3R,6R)-3-(2-benzyloxycarbonylethyl)-6-(1-methylindol-3-ylmethyl)piperazine-2,5-dione (1.50 g) in ethanol (300 ml) containing 10% paradium on charcoal (0.75 g) was hydrogenated at ambient temperature and atmospheric pressure. After catalyst was filtered off and solvent was evaporated, crude solid was recrystallized from ethanol and dried in vacuo to give (3R,6R)-3-(2-carboxyethyl)-6-(1-methylindol-3-ylmethyl)piperazine-2,5-dione (0.58 g).

Workup

  1. customwas hydrogenated at ambient temperature
  2. filtrationAfter catalyst was filtered off
  3. customsolvent was evaporated
  4. customcrude solid was recrystallized from ethanol
  5. customdried in vacuo

Sources & evidence

ORD record
ord-382bebb3f7854153bc59bc0d3f4f9a72
Source dataset
uspto-grants-1990_07
Patent number
US04940709

Reaction notes

Loading…