ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

Base Information

• Chemical Name: ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate
• CAS No.: 1644527-09-2
• Molecular Formula: C₁₈H₂₆FNO₆
• Molecular Weight: 371.406
• Mol file: 1644527-09-2.mol

Synonyms:ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

Chemical Property of ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate

There total 5 articles about ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate 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:

C16H22FNO6 (1259962-51-0) + ethyl iodide (75-03-6) → ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate (1644527-09-2)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1002/anie.201404436

Reference yield:

methyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)prop-2-enoate (853759-47-4) → ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate (1644527-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / ethanol / 5 h

2: lithium hydroxide / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

3: sodium hydrogencarbonate / N,N-dimethyl-formamide / 24 h / 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; lithium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1002/anie.201404436

Reference yield:

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate (121056-95-9,89524-98-1) → ethyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate (1644527-09-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 5 h

3: lithium hydroxide / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4: sodium hydrogencarbonate / N,N-dimethyl-formamide / 24 h / 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201404436

upstream raw materials:

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

2-fluoro-4,5-dimethoxybenzaldehyde

methyl-2-[(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)prop-2-enoate

C₁₇H₂₄FNO₆

Downstream raw materials:

ethyl-2-[bis(tert-butoxycarbonyl)amino]-3-(2-fluoro-4,5-dimethoxyphenyl)propanoate