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

Base Information

Chemical Name:(-)-(4R,6S,9aS)-6-(cyanomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one
CAS No.:1379671-59-6
Molecular Formula:C₁₇H₁₅F₃N₂O₂
Molecular Weight:336.314
Hs Code.:

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

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Chemical Property of (-)-(4R,6S,9aS)-6-(cyanomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one

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Technology Process of (-)-(4R,6S,9aS)-6-(cyanomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one

There total 4 articles about (-)-(4R,6S,9aS)-6-(cyanomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-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: 84.0%

: 773837-37-9
sodium cyanide

: 1009606-69-2
C₁₆H₁₆F₃I₂NO₂

: 1379671-59-6
(-)-(4R,6S,9aS)-6-(cyanomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one

Guidance literature:: In dimethyl sulfoxide; at 90 ℃; for 1h; Inert atmosphere; Microwave irradiation;
DOI:10.1002/chem.201102351

Reference yield: 63.0%

: 773837-37-9
sodium cyanide

: 1009606-69-2
C₁₆H₁₆F₃I₂NO₂

: 1379671-59-6
(-)-(4R,6S,9aS)-6-(cyanomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one

: 1379671-58-5
(-)-(4R,6S,9aS)-6-(iodomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one

Guidance literature:: In dimethyl sulfoxide; at 25 ℃; for 12h; Inert atmosphere;
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

: 1379671-59-6
(-)-(4R,6S,9aS)-6-(cyanomethyl)-4-phenyl-9a-(trifluoromethyl)-3,4,6,7-tetrahydropyrido[2,1-c][1,4]oxazin-1(9aH)-one

Guidance literature:: Multi-step reaction with 3 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 / 1 h / 90 °C / Inert atmosphere; Microwave irradiation

With tris(dimethylamino)sulfonium trimethylsilyldifluoride; iodine; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1002/chem.201102351