(4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan

Base Information

• Chemical Name: (4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan
• CAS No.: 908290-87-9
• Molecular Formula: C₂₄H₃₅NO₅
• Molecular Weight: 417.546
• Mol file: 908290-87-9.mol

Synonyms:(4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan

Chemical Property of (4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan

There total 16 articles about (4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan 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: 60.0%

(R)-3-(3'-phenylpropanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one (908290-75-5) + bromoacetic acid tert-butyl ester (5292-43-3) → (4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan (908290-87-9)

Guidance literature:

(R)-3-(3'-phenylpropanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; toluene; at -78 ℃; Further stages.;

DOI:10.1039/b604073j

Reference yield:

tert-butyl (3R,αS)-3-(N-benzyl-N-α-methylbenzylamino)-4-methylpentanoate (908290-44-8) → (4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan (908290-87-9)

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

5.1: KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C

5.2: 60 percent / tetrahydrofuran; toluene / -78 °C

With hydrogenchloride; cerium(III) chloride; hydrogen; potassium hexamethylsilazane; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; toluene;

DOI:10.1039/b604073j

Reference yield:

C22H29NO2 → (4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-benzylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan (908290-87-9)

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

4.1: KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C

4.2: 60 percent / tetrahydrofuran; toluene / -78 °C

With cerium(III) chloride; hydrogen; potassium hexamethylsilazane; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; toluene;

DOI:10.1039/b604073j

upstream raw materials:

(R)-3-(3'-phenylpropanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

bromoacetic acid tert-butyl ester

tert-butyl (3R,αS)-3-(N-benzyl-N-α-methylbenzylamino)-4-methylpentanoate

(R)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

Downstream raw materials:

(R)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

(2R)-3-tert-Butyloxycarbonyl-2-phenylmethylpropionic Acid

(4R,2'R)-3-(4'-tert-butoxy-4'-oxo-2'-methylbutanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one

(4R,2'R)-3-(2'-methyl-3'-phenylpropanoyl)-4-iso-propyl-6,6-dimethyl-(1,3)-oxazinan-2-one