(R)-1-(1-Naphthyl)ethylamine hydrochloride → HCID 131722096, compound

HRID 366085Notes

Reaction equation

HRID 366085 reaction equation
[N+](C1C=CC=CC=1O[C:11](=[O:35])[C@@H:12]([CH2:21][CH2:22][CH2:23][NH:24][C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])([O-])=O.Cl.[C:37]1([C@H:47]([NH2:49])[CH3:48])[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:40]=[CH:39][CH:38]=1>C(Cl)Cl>[C:14]([NH:13][C@@H:12]([C:11]([NH:49][C@@H:47]([C:37]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:40]=[CH:39][CH:38]=1)[CH3:48])=[O:35])[CH2:21][CH2:22][CH2:23][NH:24][C:25]([O:27][CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)=[O:26])([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15]

Participants

4

Reactant 2

HCID 12314893(R)-1-(1-Naphthyl)ethylamine hydrochlorideHCID 54461433Nalpha-Boc-Ndelta-Cbz-(R)-ornithine o-nitrophenyl ester

Product 1

HCID 131722096HCID 131722096, compoundYield 136.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared according to the method described in Example 4(b) above from Nα -Boc-Nδ -Cbz-(R)-ornithine-o-nitrophenyl ester (5.2 g; 10.6 mmol; see Example 4(a) above), (R)-1-(1-naphthyl)ethylamine hydrochloride (2.0 g; 11.7 mmol), and CH2Cl2 (150 mL), 48 hours reaction time. The resultant yellow solution was concentrated to afford the crude sub-title compound as a solid (7.5 g) which was used directly in the next step.

Workup

  1. customPrepared
  2. concentrationThe resultant yellow solution was concentrated

Sources & evidence

ORD record
ord-2e3a2ff03cd54c108f36df3f6341523e
Source dataset
uspto-grants-2000_10
Patent number
US06127414

Reaction notes

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