(3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one

Base Information

• Chemical Name: (3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one
• CAS No.: 111793-96-5
• Molecular Formula: C₂₈H₂₈N₂O₅
• Molecular Weight: 472.541

Synonyms:(3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one

Chemical Property of (3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one

Chemical Property:

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Technology Process of (3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one

There total 4 articles about (3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-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: 90.0%

(3S,4R)-1-benzyl-3-<2-oxo-4(S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one (111793-95-4) + methyl iodide (74-88-4) → (3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one (111793-96-5)

Guidance literature:

With lithium hexamethyldisilazane;

Reference yield:

benzyl-veratryliden-amine (33859-00-6) → (3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one (111793-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / triethylamine / CH₂Cl₂ / -78 °C

2: 1.) lithium hexamethyldisilazide / 1.) THF, -78 deg C, 1 h 2.) THF, -78 deg C to room temperature, overnight

With triethylamine; lithium hexamethyldisilazane; In dichloromethane;

DOI:10.1021/ja00209a044

Reference yield:

2-(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride (99333-55-8) → (3S,4R)-1-benzyl-3-methyl-3-<2-oxo-(4S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one (111793-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / triethylamine / CH₂Cl₂ / -78 °C

2: 1.) lithium hexamethyldisilazide / 1.) THF, -78 deg C, 1 h 2.) THF, -78 deg C to room temperature, overnight

With triethylamine; lithium hexamethyldisilazane; In dichloromethane;

DOI:10.1021/ja00209a044

upstream raw materials:

(3S,4R)-1-benzyl-3-<2-oxo-4(S)-phenyloxazolidinyl>-4-(3,4-dimethoxyphenyl)azetidin-2-one

methyl iodide

benzyl-veratryliden-amine

2-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetic acid

Downstream raw materials:

(S)-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropionamide

methyldopa

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