Ethane, isocyano- → (2S,3S)-3-Amino-N-ethyl-2-hydroxyhexanamide dihydrochloride

Reaktionsgleichung

[ClH:1].Cl.[NH2:3][C@@H:4]([CH2:13][CH3:14])[C@H:5]([OH:12])[C:6]([NH:8][CH:9]1[CH2:11]C1)=[O:7].N[C@@H:16](CCC)CO.[N+](CC)#[C-]>>[ClH:1].[ClH:1].[NH2:3][C@@H:4]([CH2:13][CH2:14][CH3:16])[C@H:5]([OH:12])[C:6]([NH:8][CH2:9][CH3:11])=[O:7]

Komponenten

Edukt 3

HCID 12226Ethane, isocyano-

HCID 6951248(2S)-2-aminopentan-1-ol

HCID 86762404(2S,3S)-3-amino-N-cyclopropyl-2-hydroxypentanamide dihydrochloride

Produkt 1

HCID 86762425(2S,3S)-3-Amino-N-ethyl-2-hydroxyhexanamide dihydrochloride

Versuchsvorschrift

The title compound was prepared in analogy to (2S,3S)-3-amino-N-cyclopropyl-2-hydroxypentanamide dihydrochloride, Representative Procedure A, starting with (S)-2-aminopentan-1-ol in the first step (A1), and using isocyanoethane in the third step (A3).

Quellen und Nachweise

ORD-Eintrag: ord-f527261f78fb467ea44cf26c0c83afd2
Quelldatensatz: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08729061B2

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