HCID 22827605, compound → HCID 22827604, compound

HRID 2417854Notes

Reaction equation

HRID 2417854 reaction equation
C([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]([NH:20][CH:21]1[CH2:28][CH2:27][CH2:26][C:25]2[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=2[N:23]([CH2:33][C:34]([OH:36])=[O:35])[C:22]1=[O:37])[C:17]([OH:19])=[O:18])(OCC1C=CC=CC=1)=O>C(O)C.[Pd]>[NH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C@H:16]([NH:20][CH:21]1[CH2:28][CH2:27][CH2:26][C:25]2[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=2[N:23]([CH2:33][C:34]([OH:36])=[O:35])[C:22]1=[O:37])[C:17]([OH:19])=[O:18]

Participants

4

Reactant 1

HCID 22827605HCID 22827605, compound

Product 1

HCID 22827604HCID 22827604, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-[(5-carbobenzyloxyamino-1-(S)-carboxypentyl)amino]-1-carboxymethyl-3,4,5,6-tetrahydro-1-benzazocin-2(1H)-one (isomer B) (2.1 g) in ethanol (300 ml) is hydrogenated at atmospheric pressure using 5% palladium on charcoal (0.5 g) as catalyst. The catalyst is filtered off and the solvent is removed under reduced pressure to give 3-[(5-amino-1-(S)-carboxypentyl)amino]-1-carboxymethyl-3,4,5,6-tetrahydro-1-benzazocin-2-(1H)-one (Isomer B).

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-8b9dcbe286434a2fa92fd1b787459803
Source dataset
uspto-grants-1984_09
Patent number
US04470988

Reaction notes

Loading…