N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)propionic acid

Base Information

• Chemical Name: N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)propionic acid
• CAS No.: 683218-30-6
• Molecular Formula: C₂₆H₂₄N₂O₈
• Molecular Weight: 492.485
• Mol file: 683218-30-6.mol

Synonyms:N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)propionic acid

Chemical Property of N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)propionic acid

There total 5 articles about N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)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: 81.0%

methyl 3-(4,5-dimethoxy-2-nitrophenyl)-3-(2,2,2-trifluoroacetamido)propanoate (1445597-07-8) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)propionic acid (683218-30-6)

Guidance literature:

methyl 3-(4,5-dimethoxy-2-nitrophenyl)-3-(2,2,2-trifluoroacetamido)propanoate; With sodium hydroxide; for 5h; Reflux;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In tetrahydrofuran; at 20 ℃; pH=9; Cooling with ice;

DOI:10.1055/s-0032-1318314

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)propionic acid (683218-30-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ammonium acetate / ethanol / 18 h / Reflux

2.1: methanol / 3 h / Reflux

3.1: pyridine / 1 h / 0 °C

4.1: nitric acid / 2 h / Cooling with ice; Darkness

5.1: sodium hydroxide / 5 h / Reflux

5.2: 20 °C / pH 9 / Cooling with ice

With pyridine; ammonium acetate; nitric acid; sodium hydroxide; In methanol; ethanol;

DOI:10.1055/s-0032-1318314

Reference yield:

3-amino-3-(3,4-dimethoxyphenyl)propanoic acid (34840-85-2,54160-62-2,34841-09-3,54160-63-3) → N-(9-fluorenylmethyloxycarbonyl)-3-amino-3-(4,5-dimethoxy-2-nitrophenyl)propionic acid (683218-30-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanol / 3 h / Reflux

2.1: pyridine / 1 h / 0 °C

3.1: nitric acid / 2 h / Cooling with ice; Darkness

4.1: sodium hydroxide / 5 h / Reflux

4.2: 20 °C / pH 9 / Cooling with ice

With pyridine; nitric acid; sodium hydroxide; In methanol;

DOI:10.1055/s-0032-1318314

upstream raw materials:

methyl 3-(4,5-dimethoxy-2-nitrophenyl)-3-(2,2,2-trifluoroacetamido)propanoate

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

3,4-dimethoxy-benzaldehyde

3-amino-3-(3,4-dimethoxyphenyl)propanoic acid

Downstream raw materials:

N-(9-fluorenylmethoxycarbonyl)-L-phenylalaninamide

H-Tyr-Gly-Gly-Phe-Leu-NH₂