(S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid

Base Information

• Chemical Name: (S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid
• CAS No.: 205748-74-9
• Molecular Formula: C₁₉H₂₁N₃O₈
• Molecular Weight: 419.391
• Mol file: 205748-74-9.mol

Synonyms:(S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid

Chemical Property of (S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid

There total 7 articles about (S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic 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: 33.0%

(S)-2-hydrazinyl-3-phenylpropanoic acid (1202-31-9,13079-06-6) + 2-nitroveratryl chloroformate → (S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid (205748-74-9) + N,N'-di-NVOC-(S)-α-hydrazinophenylalanine (205748-75-0)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 25 ℃; for 5h;

DOI:10.1021/ja974066e

Reference yield:

D-phenyllactic acid (828-01-3,7326-19-4,20312-36-1,156-05-8) → (S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid (205748-74-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / tetrahydrofuran

2: 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

3: CH₂Cl₂ / 19 h / 0 - 20 °C

4: aq. CF₃CO₂H / CH₂Cl₂ / 2 h / 0 °C

5: 1N aq. NaOH / methanol / 2 h / 0 - 20 °C

6: 39 percent / aq. Na₂CO₃ / dioxane / 5 h / 25 °C

With 2,6-dimethylpyridine; sodium hydroxide; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/ja974066e

Reference yield:

methyl 2-hydroxy-3-phenylpropionate (27000-00-6) → (S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid (205748-74-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

2: CH₂Cl₂ / 19 h / 0 - 20 °C

3: aq. CF₃CO₂H / CH₂Cl₂ / 2 h / 0 °C

4: 1N aq. NaOH / methanol / 2 h / 0 - 20 °C

5: 39 percent / aq. Na₂CO₃ / dioxane / 5 h / 25 °C

With 2,6-dimethylpyridine; sodium hydroxide; sodium carbonate; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/ja974066e

upstream raw materials:

(S)-2-hydrazinyl-3-phenylpropanoic acid

D-phenyllactic acid

D-(R)-phenylalanine

methyl 2-hydroxy-3-phenylpropionate

Downstream raw materials:

(S)-2-[N'-(3,4-Dimethoxy-2-nitro-benzyloxycarbonyl)-hydrazino]-3-phenyl-propionic acid cyanomethyl ester