(-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine

Base Information

Chemical Name:(-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine
CAS No.:1379671-70-1
Molecular Formula:C₁₆H₁₉F₃N₄O₂
Molecular Weight:356.348
Hs Code.:

Synonyms:(-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine

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Chemical Property of (-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine

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Technology Process of (-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine

There total 5 articles about (-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine 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: 86.0%

: 1379671-68-7
(-)-(4R,6S,9aS)-6-(azidomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one

: 1379671-70-1
(-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1002/chem.201102351

Reference yield:

: 1009605-87-1
(2R,5R)-3-(pent-4-enyl)-5-phenyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-2-ol

: 1379671-70-1
(-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 4 steps

1: iodine; sodium hydride / tetrahydrofuran / 0.5 h / 60 °C / Inert atmosphere; Microwave irradiation

2: dimethyl sulfoxide / 12 h / 25 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 4 h / 65 °C / Inert atmosphere

4: lithium borohydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

With lithium borohydride; sodium azide; iodine; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102351

Reference yield:

: 1009605-77-9
(R)-3-(pent-4-enyl)-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one

: 1379671-70-1
(-)-(2S,6S)-6-(azidomethyl)-2-(hydroxymethyl)-1-[(R)-2-hydroxy-1-phenylethyl]-2-(trifluoromethyl)-1,2,5,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 5 steps

1: tris(dimethylamino)sulfonium trimethylsilyldifluoride / tetrahydrofuran / 0 °C / Inert atmosphere

2: iodine; sodium hydride / tetrahydrofuran / 0.5 h / 60 °C / Inert atmosphere; Microwave irradiation

3: dimethyl sulfoxide / 12 h / 25 °C / Inert atmosphere

4: sodium azide / N,N-dimethyl-formamide / 4 h / 65 °C / Inert atmosphere

5: lithium borohydride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

With lithium borohydride; sodium azide; tris(dimethylamino)sulfonium trimethylsilyldifluoride; iodine; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102351