(4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

Base Information

Chemical Name:(4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one
CAS No.:908291-00-9
Molecular Formula:C₂₀H₂₉NO₅
Molecular Weight:363.454
Hs Code.:

Synonyms:(4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

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Chemical Property of (4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

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Technology Process of (4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

There total 10 articles about (4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-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: 54.0%

: 908290-74-4
(R)-3-propanoyl-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

: 123-11-5
4-methoxy-benzaldehyde

: 908291-00-9
(4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

Guidance literature:: (R)-3-propanoyl-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;

4-methoxy-benzaldehyde; In dichloromethane; at -78 - 20 ℃; for 4h; Further stages.;
DOI:10.1039/b604073j

Reference yield:

: C₂₂H₂₉NO₂

: 908291-00-9
(4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂ / Pd(OH)2/C / methanol / 3800.26 Torr

2.1: CeCl₃ / tetrahydrofuran / 4 h / 20 °C

2.2: 57 percent / tetrahydrofuran; diethyl ether / 10 h

3.1: 79 percent / LiHMDS / tetrahydrofuran / 12 h / -78 - 20 °C

4.1: TiCl₄; DIPEA / CH₂Cl₂ / 0.5 h / 0 °C

4.2: 54 percent / CH₂Cl₂ / 4 h / -78 - 20 °C

With cerium(III) chloride; hydrogen; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/b604073j

Reference yield:

: 908290-44-8
tert-butyl (3R,αS)-3-(N-benzyl-N-α-methylbenzylamino)-4-methylpentanoate

: 908291-00-9
(4R,2'R,3'R)-3-[2'-methyl-3'-hydroxy-3'-(p-methoxyphenyl)-propanoyl]-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: HCl / 2 h

2.1: H₂ / Pd(OH)2/C / methanol / 3800.26 Torr

3.1: CeCl₃ / tetrahydrofuran / 4 h / 20 °C

3.2: 57 percent / tetrahydrofuran; diethyl ether / 10 h

4.1: 79 percent / LiHMDS / tetrahydrofuran / 12 h / -78 - 20 °C

5.1: TiCl₄; DIPEA / CH₂Cl₂ / 0.5 h / 0 °C

5.2: 54 percent / CH₂Cl₂ / 4 h / -78 - 20 °C

With hydrogenchloride; cerium(III) chloride; hydrogen; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/b604073j