HCID 14180856, compound → HCID 131715567, compound

HRID 579837Notes

Reaction equation

HRID 579837 reaction equation
CC(C)(OC([NH:7][C@@H:8]([CH2:29][CH:30]([CH3:32])[CH3:31])[CH:9]([OH:28])[CH2:10][NH:11][C:12](=[O:27])[CH:13]([C:17]([NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])[CH2:14][CH2:15][CH3:16])=O)C.[ClH:34].C1(CC(C(N)=O)(CCC)C(N)=O)C=CC=CC=1>Cl.C(OCC)(=O)C>[ClH:34].[NH2:7][C@@H:8]([CH2:29][CH:30]([CH3:31])[CH3:32])[CH:9]([OH:28])[CH2:10][NH:11][C:12](=[O:27])[CH:13]([C:17]([NH:19][CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:18])[CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 14180856HCID 14180856, compoundHCID 131715568HCID 131715568, compound

Product 1

HCID 131715567HCID 131715567, compound

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

A solution of N-[(3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-5-methylhexyl]-2-[[(phenylmethyl)amino]carbonyl]-pentanamide (0.7 g., 1.46 mmole) in saturated hydrochloric acid/ethyl acetate (25 ml.) is stirred at 0° for 2 hours. The reaction mixture is concentrated to a solid residue. Trituration with ether gives 0.60 g. of N-[(3S)-3-amino-2-hydroxy-5-methylhexyl]-2-[[(phenylmethyl)amino[carbonyl]-pentanamide, monohydrochloride as an oily white solid.

Workup

  1. concentrationThe reaction mixture is concentrated to a solid residue
  2. customTrituration with ether gives 0.60 g

Sources & evidence

ORD record
ord-c1a8d28b4b6c4082a8d3a64e40bf2883
Source dataset
uspto-grants-1988_06
Patent number
US04749781

Reaction notes

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