(4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one

Base Information

• Chemical Name: (4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one
• CAS No.: 257277-36-4
• Molecular Formula: C₂₉H₃₇N₃O₇
• Molecular Weight: 539.629
• Mol file: 257277-36-4.mol

Synonyms:(4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one

Chemical Property of (4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one

There total 1 articles about (4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-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: 79.0%

di-tert-butyl-diazodicarboxylate (870-50-8) + (4R,5S)-3-(3-phenylpropionyl)-4-methyl-5-phenyl-oxazolidin-2-one (95841-14-8) → (4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one (257277-36-4)

Guidance literature:

(4R,5S)-3-(3-phenylpropionyl)-4-methyl-5-phenyl-oxazolidin-2-one; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

di-tert-butyl-diazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; for 0.0833333h; Further stages.;

DOI:10.1021/jm980648a

Reference yield: 82.0%

(4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one (257277-36-4) → (R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid (257277-37-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1021/jm980648a

Reference yield:

(4R,5S)-3-{(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoyl}-4-methyl-5-phenyl-1,3-oxazolidin-2-one (257277-36-4) → 2-[N'-(2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid (257277-39-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / aq. LiOH / tetrahydrofuran / 3 h / 0 °C

2: 100 percent / CH₂Cl₂ / 0.83 h / 20 °C

3: aq. NaOH / dioxane / 0.5 h

With lithium hydroxide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jm980648a

upstream raw materials:

di-tert-butyl-diazodicarboxylate

(4R,5S)-3-(3-phenylpropionyl)-4-methyl-5-phenyl-oxazolidin-2-one

Downstream raw materials:

(R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid

2-[N'-(2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid

(6R,7R)-3-Acetoxymethyl-7-{(R)-2-[N'-(2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester