(3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one

Base Information

Chemical Name:(3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one
CAS No.:278175-32-9
Molecular Formula:C₁₆H₂₃NO₂
Molecular Weight:261.364
Hs Code.:

Synonyms:(3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one

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Chemical Property of (3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one

Chemical Property:

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Technology Process of (3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one

There total 7 articles about (3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-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: 72.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 212896-14-5
(6S)-3-[(Z)-ethylidene]-6-isopropyl-5-phenyl-3,6-dihydro-2H-1,4-oxazin-2-one

: (3R,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one

: 278175-32-9
(3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one

Guidance literature:: With hydrogen; platinum(IV) oxide; In methanol; water; at 20 ℃; for 2h; under 760 Torr;
DOI:10.1021/jo991736l

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 278175-32-9
(3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / DCC; BtOH; iPr₂NEt / tetrahydrofuran / -20 - 20 °C

2: 70 percent / tetrahydrofuran; diethyl ether / 0 - 20 °C

3: 80 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

4: HCl / ethyl acetate / 1 h

5: Me₃N / CH₂Cl₂ / 1 h

6: 50 percent / K₂CO₃; TBAB / acetonitrile / 12 h / 20 °C

7: 72 percent / H₂ / PtO₂ / methanol; H₂O / 2 h / 20 °C / 760 Torr

With hydrogenchloride; dmap; tetrabutylammomium bromide; hydrogen; potassium carbonate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trimethylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile; 1: Substitution / 2: Grignard reaction / 3: Esterification / 4: Boc-deprotection / 5: Cyclization / 6: Condensation / 7: Hydrogenation;
DOI:10.1021/jo991736l

Reference yield:

: 97551-20-7
S-(+)-1-phenyl-2-hydroxy-3-methylbutanone

: 278175-32-9
(3S,5R,6S)-3-ethyl-6-isopropyl-4-methyl-5-phenyltetrahydro-2H-1,4-oxazin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

2: HCl / ethyl acetate / 1 h

3: Me₃N / CH₂Cl₂ / 1 h

4: 50 percent / K₂CO₃; TBAB / acetonitrile / 12 h / 20 °C

5: 72 percent / H₂ / PtO₂ / methanol; H₂O / 2 h / 20 °C / 760 Torr

With hydrogenchloride; dmap; tetrabutylammomium bromide; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; trimethylamine; platinum(IV) oxide; In methanol; dichloromethane; water; ethyl acetate; acetonitrile; 1: Esterification / 2: Boc-deprotection / 3: Cyclization / 4: Condensation / 5: Hydrogenation;
DOI:10.1021/jo991736l