(-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol

Base Information

Chemical Name:(-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol
CAS No.:1173892-97-1
Molecular Formula:C₁₃H₁₉NO₂
Molecular Weight:221.299
Hs Code.:

Synonyms:(-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol

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Chemical Property of (-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol

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Technology Process of (-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol

There total 2 articles about (-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol 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:

: 1221231-88-4
C₁₃H₁₇NO₂

: 1173892-97-1
(-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ja903790y

Reference yield:

: 17206-61-0
hept-6-enal

: 586-96-9
Nitrosobenzene

: 1173892-97-1
(-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: D-Prolin / chloroform / 0.25 h / 0 °C / Inert atmosphere

1.2: 3 h / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; D-Prolin; In methanol; chloroform;
DOI:10.1021/ja903790y

Reference yield:

: 1173892-97-1
(-)-(S)-2-(N-phenyl-aminooxy)-hept-6-en-1-ol

: C₃₀H₃₇NO₇

Guidance literature:: Multi-step reaction with 22 steps

1.1: acetic acid; zinc / ethanol / 2 h / 23 °C / Inert atmosphere

2.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 3 h / 0 °C / Inert atmosphere

3.1: Proton Sponge_.(R). / dichloromethane / 3 h / 23 °C / Inert atmosphere; Molecular sieve

4.1: hydrogenchloride / methanol / 0.25 h / 23 °C / Inert atmosphere

5.1: pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 23 °C / Inert atmosphere

6.1: triphenylphosphine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

6.2: 0 °C / Inert atmosphere

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; thallium(I) carbonate / tetrahydrofuran; water / 10 h / 23 °C / Inert atmosphere; Darkness

8.1: copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine / toluene / 23 - 120 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 23 °C / Inert atmosphere

10.1: pyridine-SO₃ complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 23 °C / Inert atmosphere

11.1: triethylamine / dichloromethane / 2 h / -78 °C / Inert atmosphere

12.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 1 h / 23 °C / Inert atmosphere

13.1: 2,6-di-tert-butyl-4-methyl-phenol; N,N-diethylaniline / acetonitrile / 7 h / 95 °C / Inert atmosphere

14.1: titanium tetrachloride / dichloromethane / 0.03 h / -78 °C / Inert atmosphere; Molecular sieve

15.1: Martins sulfurane / benzene / 0.5 h / 23 °C / Inert atmosphere

16.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere

16.2: -78 - -40 °C / Inert atmosphere

16.3: -78 - -10 °C / Inert atmosphere

17.1: sodium tetrahydroborate / ethanol / 0.5 h / 0 °C / Inert atmosphere

18.1: potassium carbonate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; water / 0 °C / Inert atmosphere

19.1: water; toluene-4-sulfonic acid / benzene / 23 °C / Inert atmosphere

20.1: trichlorophosphate / 0.5 h / 0 °C / Inert atmosphere

20.2: 0 - 23 °C / Inert atmosphere

21.1: silica gel; 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; acetonitrile / 6 h / 23 °C / Inert atmosphere

22.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 23 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; dmap; sodium chlorite; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; Hoveyda-Grubbs catalyst second generation; thallium(I) carbonate; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; Martins sulfurane; pyridine-SO₃ complex; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; water; silica gel; titanium tetrachloride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N,N-diethylaniline; 2,3-dicyano-5,6-dichloro-p-benzoquinone; N,N`-dimethylethylenediamine; zinc; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; benzene; 7.1: Suzuki coupling / 13.1: Diels-Alder reaction;
DOI:10.1021/ja903790y