(-)-(2S,4E)-2-amino-4-hexen-3-one

Base Information

Chemical Name:(-)-(2S,4E)-2-amino-4-hexen-3-one
CAS No.:176018-28-3
Molecular Formula:C₁₇H₂₇NOSi
Molecular Weight:289.493
Hs Code.:

(-)-(2S,4E)-2-<N-benzyl-N-(trimethylsilyl)methyl>amino-4-hexen-3-one

Synonyms:

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Chemical Property of (-)-(2S,4E)-2-amino-4-hexen-3-one

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Technology Process of (-)-(2S,4E)-2-amino-4-hexen-3-one

There total 8 articles about (-)-(2S,4E)-2-amino-4-hexen-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 154557-48-9
(S)-2-(Benzyl-trimethylsilanylmethyl-amino)-propionaldehyde

: 176018-28-3
(-)-(2S,4E)-2-amino-4-hexen-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, from -78 deg C to 25 deg C, 5 h

2: 90 percent / Red-Al / tetrahydrofuran; toluene / 38 °C

3: 1.) oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, 25 deg C, 2 h

With n-butyllithium; oxalyl dichloride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene;
DOI:10.1016/0040-4020(95)01105-6

Reference yield:

: 154557-47-8
(S)-2-(Benzyl-trimethylsilanylmethyl-amino)-propan-1-ol

: 176018-28-3
(-)-(2S,4E)-2-amino-4-hexen-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, 25 deg C, 2 h

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, from -78 deg C to 25 deg C, 5 h

3: 90 percent / Red-Al / tetrahydrofuran; toluene / 38 °C

4: 1.) oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, 25 deg C, 2 h

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene;
DOI:10.1016/0040-4020(95)01105-6

Reference yield:

: 174714-14-8
(S)-2-(Trimethylsilanylmethyl-amino)-propan-1-ol

: 176018-28-3
(-)-(2S,4E)-2-amino-4-hexen-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / K₂CO₃ / acetonitrile / 5 h / Heating

2: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, 25 deg C, 2 h

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, from -78 deg C to 25 deg C, 5 h

4: 90 percent / Red-Al / tetrahydrofuran; toluene / 38 °C

5: 1.) oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) CH₂Cl₂, 25 deg C, 2 h

With n-butyllithium; oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1016/0040-4020(95)01105-6