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

HRID 1025315Notes

Reaction equation

HRID 1025315 reaction equation
[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]

Participants

4

Reactant 3

HCID 12226Ethane, isocyano-HCID 6951248(2S)-2-aminopentan-1-olHCID 86762404(2S,3S)-3-amino-N-cyclopropyl-2-hydroxypentanamide dihydrochloride

Product 1

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

Procedure

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).

Sources & evidence

ORD record
ord-f527261f78fb467ea44cf26c0c83afd2
Source dataset
uspto-grants-2014_05
Patent number
US08729061B2

Reaction notes

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