(4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide

Base Information

• Chemical Name: (4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide
• CAS No.: 122213-53-0
• Molecular Formula: C₂₆H₂₂N₂O₄
• Molecular Weight: 426.472
• Mol file: 122213-53-0.mol

Synonyms:(4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide

Chemical Property of (4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide

There total 3 articles about (4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide 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: 99.0%

phosgene (75-44-5) + N-(9-phenylfluoren-9-yl)-L-serine isoxazolidide (122213-51-8) → (4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide (122213-53-0)

Guidance literature:

With triethylamine; In toluene; at 0 ℃; for 0.25h;

DOI:10.1021/jo00277a016

Reference yield:

N-(9-phenylfluoren-9-yl)-L-serine (122213-50-7) → (4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide (122213-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 1.) hydroxybenzotriazide monohydrate, 2.) dicyclohexylcarbodiimide / tetrahydrofuran; dimethylformamide; H₂O / 18 h / 0 °C

2: 99 percent / Et₃N / toluene / 0.25 h / 0 °C

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00277a016

Reference yield:

C28H35NO3Si2 → (4S)-2-oxo-3-(9-phenylfluoren-9-yl)oxazolidine-4-carboxylic acid isoxazolidide (122213-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 5percent citric acid/H₂O / tetrahydrofuran / 0.08 h

2: 80 percent / 1.) hydroxybenzotriazide monohydrate, 2.) dicyclohexylcarbodiimide / tetrahydrofuran; dimethylformamide; H₂O / 18 h / 0 °C

3: 99 percent / Et₃N / toluene / 0.25 h / 0 °C

With water; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; citric acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00277a016

upstream raw materials:

phosgene

N-(9-phenylfluoren-9-yl)-L-serine isoxazolidide

N-(9-phenylfluoren-9-yl)-L-serine

Downstream raw materials:

(4R)-2-oxo-3-(9-phenylfluoren-9-yl)-4-(1'-oxo-4'-hexynyl)oxazolidine

(4R,1'R)-2-oxo-3-(9-phenylfluoren-9-yl)-4-(1'-hydroxy-4'-hexynyl)oxazolidine

(4R,1'R,2'R)-2-oxo-3-(9-phenylfluoren-9-yl)-4-(1'-hydroxy-2'-methyl-4'-hexynyl)oxazolidine

(4S)-2-oxo-3-(9-phenylfluoren-9-yl)-4-(1'-oxopentyl)oxazolidine