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

Base Information

• Chemical Name: (R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid
• CAS No.: 257277-37-5
• Molecular Formula: C₁₉H₂₈N₂O₆
• Molecular Weight: 380.441
• Mol file: 257277-37-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid 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: 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:

di-tert-butyl-diazodicarboxylate (870-50-8) → (R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid (257277-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 79 percent / hexane; tetrahydrofuran; CH₂Cl₂ / 0.08 h

2.1: 82 percent / aq. LiOH / tetrahydrofuran / 3 h / 0 °C

With lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jm980648a

Reference yield:

(4R,5S)-3-(3-phenylpropionyl)-4-methyl-5-phenyl-oxazolidin-2-one (95841-14-8) → (R)-2-[N,N'-bis-(tert-butoxycarbonyl)hydrazino]-3-phenylpropanoic acid (257277-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 79 percent / hexane; tetrahydrofuran; CH₂Cl₂ / 0.08 h

2.1: 82 percent / aq. LiOH / tetrahydrofuran / 3 h / 0 °C

With lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jm980648a

upstream raw materials:

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

di-tert-butyl-diazodicarboxylate

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

Downstream raw materials:

(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

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