Ammonium Chloride → HCID 18603973, compound

HRID 364059Notes

Reaction equation

HRID 364059 reaction equation
[C:1]([NH:9][CH:10]([CH2:33][CH2:34][CH2:35][CH2:36][NH:37]C(OCC1C=CC=CC=1)=O)[CH:11]([OH:32])[CH2:12][N:13]([CH3:31])[C:14]([N:16]1[CH2:30][CH2:29][CH2:28][C@H:17]1[C:18]([O:20]CC1C=CC=CC=1)=[O:19])=[O:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+]>[Pd].C(O)C>[NH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH:10]([NH:9][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH:11]([OH:32])[CH2:12][N:13]([CH3:31])[C:14]([N:16]1[CH2:30][CH2:29][CH2:28][C@H:17]1[C:18]([OH:20])=[O:19])=[O:15]

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 131714798HCID 131714798, compound

Product 1

HCID 18603973HCID 18603973, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The ester product from part (d) is taken into 100 ml. of 95% ethanol with stirring. Ammonium chloride (1.45 ml.) and 180 mg. of 10% palladium on carbon catalyst are added. The mixture is stirred overnight under hydrogen, filtered, and concentrated to dryness. The crude product is lyophilized and purified chromatographically to give (±)-1-[[[7-amino-3-(benzoylamino)-2-hydroxyheptyl]methylamino]carbonyl]-L-proline.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated to dryness
  3. custompurified chromatographically

Sources & evidence

ORD record
ord-769bb56a5d854cbe96f90dcfca1d8016
Source dataset
uspto-grants-1986_08
Patent number
US04604402

Reaction notes

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