1-Naphthaleneethanamine → (2S,3S)-3-Amino-2-hydroxy-N-(2-(naphthalen-1-yl)ethyl)pentanamide

HRID 1025318Notes

Reaction equation

HRID 1025318 reaction equation
[NH2:1][C@@H:2]([CH2:11][CH3:12])[C@H:3]([OH:10])[C:4](NC1CC1)=[O:5].[C:13]1([CH2:23][CH2:24][NH2:25])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1>>[NH2:1][C@@H:2]([CH2:11][CH3:12])[C@H:3]([OH:10])[C:4]([NH:25][CH2:24][CH2:23][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1)=[O:5]

Participants

3

Reactant 2

HCID 208531-NaphthaleneethanamineHCID 57872123(2S,3S)-3-amino-N-cyclopropyl-2-hydroxypentanamide

Product 1

HCID 86762429(2S,3S)-3-Amino-2-hydroxy-N-(2-(naphthalen-1-yl)ethyl)pentanamide

Procedure

The title compound was prepared in analogy to (2S,3S)-3-amino-N-cyclopropyl-2-hydroxypentanamide, Representative Procedure B, using 2-(naphthalen-1-yl)ethanamine in the seventh step (step B7).

Sources & evidence

ORD record
ord-bd29b2a32e334bf2b29bc44c5576ff4e
Source dataset
uspto-grants-2014_05
Patent number
US08729061B2

Reaction notes

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