Methane → 3-[[6-Amino-2-[[3-(1-naphthalenyl)-2-(1-naphthalenylmethyl)-1-oxopropyl]amino]-1-oxohexyl]amino]-2-hydroxy-5-methylhexanoic acid, 1-methylethyl ester

HRID 846472Notes

Reaction equation

HRID 846472 reaction equation
[OH:1][CH:2]([CH:9]([NH:14][C:15](=[O:58])[CH:16]([NH:32][C:33](=[O:57])[CH:34]([CH2:46][C:47]1[C:56]2[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=2)[CH:50]=[CH:49][CH:48]=1)[CH2:35][C:36]1[C:45]2[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH:39]=[CH:38][CH:37]=1)[CH2:17][CH2:18][CH2:19][CH2:20][NH:21]C(OCC1C=CC=CC=1)=O)[CH2:10][CH:11]([CH3:13])[CH3:12])[C:3]([O:5][CH:6]([CH3:8])[CH3:7])=[O:4].C.[H][H]>C(O)C>[NH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH:16]([NH:32][C:33](=[O:57])[CH:34]([CH2:35][C:36]1[C:45]2[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH:39]=[CH:38][CH:37]=1)[CH2:46][C:47]1[C:56]2[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=2)[CH:50]=[CH:49][CH:48]=1)[C:15]([NH:14][CH:9]([CH2:10][CH:11]([CH3:13])[CH3:12])[CH:2]([OH:1])[C:3]([O:5][CH:6]([CH3:7])[CH3:8])=[O:4])=[O:58]

Participants

5

Reactant 3

HCID 297MethaneHCID 765099312-Hydroxy-5-methyl-3-[[2-[[3-(1-naphthalenyl)-2-(1-naphthalenylmethyl)-1-oxopropyl]amino]-1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]amino]hexanoic acid, 1-methylethyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 764955873-[[6-Amino-2-[[3-(1-naphthalenyl)-2-(1-naphthalenylmethyl)-1-oxopropyl]amino]-1-oxohexyl]amino]-2-hydroxy-5-methylhexanoic acid, 1-methylethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

[2R-[2R*,3S*(S*)]-2-hydroxy-5-methyl-3-[[2-[[3-(1-naphthalenyl)-2-(1-naphthalenylmethyl)-1-oxopropyl]amino]-1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]amino]hexanoic acid, 1-methylethyl ester, 3.97 g (5.0 mmol), is dissolved in 250 ml of absolute ethanol, 0.5 g of 20% palladiun charcoal is added, and the mixture exposed to hydrogen gas for 18 hours. After complete uptake of hydrogen the mixture is filtered and concentrated to afford 3.44 g of the title compound.

Workup

  1. filtrationAfter complete uptake of hydrogen the mixture is filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a801035eef2a4df2b2971eda9a42ed1b
Source dataset
uspto-grants-1992_08
Patent number
US05135914

Reaction notes

Loading…