1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethenyl]azetidin-2-one

Base Information

• Chemical Name: 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethenyl]azetidin-2-one
• CAS No.: 99333-62-7
• Molecular Formula: C₂₅H₂₂N₂O₄
• Molecular Weight: 414.461

Synonyms:1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethenyl]azetidin-2-one

Chemical Property of 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethenyl]azetidin-2-one

Chemical Property:

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Technology Process of 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethenyl]azetidin-2-one

There total 9 articles about 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethenyl]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:

2-[3-(benzylimino)-1-propenyl]furan + 2-(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride (99333-55-8) → 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethenyl]azetidin-2-one (99333-62-7)

Guidance literature:

2-(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride; With triethylamine; In dichloromethane; at -75 - -65 ℃; for 0.5h;

2-[3-(benzylimino)-1-propenyl]furan; In dichloromethane; at -75 - -5 ℃;

DOI:10.1021/op034074h

Reference yield:

2-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetic acid (123882-32-6,136861-61-5,99333-54-7) → 1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethenyl]azetidin-2-one (99333-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / toluene / 3 h / 60 °C

2: 1.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂-toluene, 0 deg C, 2h

With oxalyl dichloride; triethylamine; In toluene;

DOI:10.1016/S0040-4039(00)89250-3

Reference yield:

2-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetic acid (123882-32-6,136861-61-5,99333-54-7) → (S)-3-[(2S,3R)-1-Benzyl-2-((E)-2-furan-2-yl-vinyl)-4-oxo-azetidin-3-yl]-4-phenyl-oxazolidin-2-one (99333-62-7,124918-14-5,124918-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / toluene / 3 h / 60 °C

2: 1.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂-toluene, 0 deg C, 2h

With oxalyl dichloride; triethylamine; In toluene;

DOI:10.1016/S0040-4039(00)89250-3

upstream raw materials:

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

ethyl 2-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetate

(S)-4-phenyl-2-oxazolidinone

(S)-2-((ethoxycarbonyl)amino)-2-phenylacetic acid

Downstream raw materials:

1-benzyl-3β-((S)-2-oxo-4-phenyloxazolidin-3-yl)-4β-[2-(2-furyl)ethyl]azetidin-2-one

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